[ CAS No. 3415-08-5 ] {[proInfo.proName]}

Name: 3415-08-5|(S)-4-(4-Hydroxybenzyl)oxazolidine-2,5-dione|97%
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SKU: A119438
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Quality Control of [ 3415-08-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 3415-08-5 ]

CAS No. :	3415-08-5	MDL No. :	MFCD11046653
Formula :	C₁₀H₉NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HOEAPYNDVBABMC-QMMMGPOBSA-N
M.W :	207.18	Pubchem ID :	53887482
Synonyms :

Calculated chemistry of [ 3415-08-5 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.2
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	54.33
TPSA :	75.63 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.03
Log Po/w (XLOGP3) :	1.17
Log Po/w (WLOGP) :	0.19
Log Po/w (MLOGP) :	0.73
Log Po/w (SILICOS-IT) :	1.07
Consensus Log Po/w :	0.84

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.03
Solubility :	1.95 mg/ml ; 0.00943 mol/l
Class :	Soluble
Log S (Ali) :	-2.35
Solubility :	0.918 mg/ml ; 0.00443 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.4
Solubility :	0.819 mg/ml ; 0.00395 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.24

Safety of [ 3415-08-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3415-08-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3415-08-5 ]
Downstream synthetic route of [ 3415-08-5 ]

[ 3415-08-5 ] Synthesis Path-Upstream 1~3

1
[ 32315-10-9 ]
[ 60-18-4 ]
[ 3415-08-5 ]

Yield	Reaction Conditions	Operation in experiment
76.4%	Inert atmosphere	γ-Benzyl-L-glutamate BLG (20 g, 84.3 mmol) was suspendedin anhydrous THF (200 mL) at 50 °C and stirredunder N2. Triphosgene (8.88 g, 30 mmol) was then added.After the reaction solution became clear, the reaction solutionwas cooled and then precipitated in n-hexane (500 mL).The mixture was filtered and recrystallization in THF/hexane.14.6 g BLG-NCA was obtained. Yield: 68.7percent. Tyr-NCA was synthesized by reacting L-tyrosine with triphosgenein dry THF in N2 atmosphere in a similar way.Yield: 76.4percent.

Reference： [1] Science China Chemistry, 2018, vol. 61, # 10, p. 1314 - 1319
[2] RSC Advances, 2016, vol. 6, # 56, p. 51456 - 51469
[3] Macromolecules, 2012, vol. 45, # 16, p. 6547 - 6556
[4] Journal of Polymer Science, Part A: Polymer Chemistry, 2015, vol. 53, # 20, p. 2313 - 2319

2
[ 75-44-5 ]
[ 60-18-4 ]
[ 3415-08-5 ]

Reference： [1] Journal of the American Chemical Society, 1971, vol. 93, # 11, p. 2746 - 2754
[2] DRP/DRBP Org.Chem.,

3
[ 90899-85-7 ]
[ 3415-08-5 ]

Reference： [1] Journal of Physical Organic Chemistry, 2007, vol. 20, # 4, p. 271 - 284

[ 3415-08-5 ] Synthesis Path-Downstream 1~19

1
[ 75-44-5 ]
[ 60-18-4 ]
[ 3415-08-5 ]

Yield	Reaction Conditions	Operation in experiment
95.9%	In tetrahydrofuran at 45℃; for 2.5h; Inert atmosphere;	1 Example 1 Under N2 atmosphere, 20.0 g (0.110 mol, 1.00 eq) L-Tyrosine and 400 g THF were charged into a 500 mL reactor equipped with a reflux condenser with a cooler temperature of -15 °C and the mixture was heated to 45 °C. 15.3 g (0.155 mol, 1.41 eq) phosgene were added over 120 min at 45 °C. The suspension was stirred at 45 °C until all solids were dissolved, which was the case after approximately 30 min. The volume was reduced to 100 mL by distillation. 200 g of butyl acetate were added at 40 to 50 °C. The reaction volume was reduced to 150 mL by distillation. The suspension, that had formed, was cooled to 0 °C within 3 h and stirred for 17 h at 0 °C. The suspension was filtered under vacuum and the filter cake was washed with 25 mL of heptane. The solid was dried at 50 °C under vacuum to yield 21.8 g (95.9 %) of the white product. assay by C02 titration 98.0 % w/w chloride content by titration 426 mg/kg
	In tetrahydrofuran at 40 - 45℃;
	With 1,4-dioxane

Reference： [1]Current Patent Assignee: LONZA GROUP AG - WO2020/64904, 2020, A1 Location in patent: Page/Page column 11
[2]Hirschmann; Schwam; Strachan; Schoenewaldt; Barkemeyer; Miller; Conn; Garsky; Veber; Denkewalter [Journal of the American Chemical Society, 1971, vol. 93, # 11, p. 2746 - 2754]
[3]Current Patent Assignee: DUPONT DE NEMOURS INC - DE824635, 1949, C [DRP/DRBP Org.Chem.][DRP/DRBP Org.Chem.]

2
[ 110-87-2 ]
[ 3415-08-5 ]
[ 33043-66-2 ]

Yield	Reaction Conditions	Operation in experiment
	With p-toluenesulfonyl chloride for 65h; Ambient temperature;

Reference： [1]Hirschmann; Schwam; Strachan; Schoenewaldt; Barkemeyer; Miller; Conn; Garsky; Veber; Denkewalter [Journal of the American Chemical Society, 1971, vol. 93, # 11, p. 2746 - 2754]

3
[ 110-87-2 ]
[ 3415-08-5 ]
[ 33043-65-1 ]

Yield	Reaction Conditions	Operation in experiment
	With p-toluenesulfonyl chloride for 65h; Ambient temperature;

Reference： [1]Hirschmann; Schwam; Strachan; Schoenewaldt; Barkemeyer; Miller; Conn; Garsky; Veber; Denkewalter [Journal of the American Chemical Society, 1971, vol. 93, # 11, p. 2746 - 2754]

4
[ 75-77-4 ]
[ 3415-08-5 ]
[ 34545-71-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran

Reference： [1]Kricheldorf,H.R.; Greber,G. [Chemische Berichte, 1971, vol. 104, p. 3131 - 3145]

5
[ 3415-08-5 ]
[ 14856-79-2 ]
(S)-2-(3-Benzyl-ureido)-3-(4-hydroxy-phenyl)-propionic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran

Reference： [1]Kricheldorf; Greber [Chemische Berichte, 1971, vol. 104, # 10, p. 3168 - 3175]

6
[ 3415-08-5 ]
[ 75-36-5 ]
[ 23224-65-9 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine In tetrahydrofuran at 0 - 5℃; for 0.5h;

Reference： [1]Hirschmann; Schwam; Strachan; Schoenewaldt; Barkemeyer; Miller; Conn; Garsky; Veber; Denkewalter [Journal of the American Chemical Society, 1971, vol. 93, # 11, p. 2746 - 2754]

Yield	Reaction Conditions	Operation in experiment
	L-Tyrosin, Phosgen;

8
[ 90899-85-7 ]
[ 3415-08-5 ]

Yield	Reaction Conditions	Operation in experiment
	With oxygen; nitrogen(II) oxide

Reference： [1]Lagrille, Olivier; Taillades, Jacques; Boiteau, Laurent; Commeyras, Auguste [Journal of Physical Organic Chemistry, 2007, vol. 20, # 4, p. 271 - 284]

9
[ 3415-08-5 ]
[ 42267-27-6 ]
[ 2224-52-4 ]
[ 3190-71-4 ]
None [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: L-tyrosine N-carboxyanhydride; N^ε-trifluoroacetyl-L-lysine N^α-carboxanhydride; L-alanine N-carboxyanhydride; 5-benzyl L-glutamate N-carboxyanhydride In 1,4-dioxane for 0.0833333h; Stage #2: With diethylamine In 1,4-dioxane at 23 - 27℃; for 24h; Stage #3: L-alanine N-carboxyanhydride	1 7.43 g of L-tyrosine N-carboxyanhydride were added to 260 ml of dioxane and the mixture was heated to 60° C. for 20 minutes and was then filtered. 34.61 g of N6-trifluoroacetyl-L-Lysine N-carboxyanhydride were added to 630 ml of dioxane and the solution was stirred at 20-25° C. for 15 minutes and was then filtered. 21.25 g of L-alanine N-carboxyanhydride were added to 395 ml of dioxane and the solution was stirred at 20-25° C. for 15 minutes and was then filtered. 14.83 g of 5-benzyl L-glutamate N-carboxyanhydride were added to 260 ml of dioxane and the solution was stirred at 20-25° C. for 10 minutes and was then filtered. The solutions were combined in a 2L Erlenmeyer flask equipped with a mechanical stirrer. The solutions were stirred together for 5 minutes. 3.9 g of diethylamine was then added to the reaction mixture. The mixture was stirred for 24 hours at 23-27° C. The reaction mixture was then added to 5L deionized water. The solid reaction product was filtered, washed and dried at 60° C. under vacuum. 65.6g of solid white-off-white powder was produced.

Reference： [1]Current Patent Assignee: TEVA PHARMACEUTICAL INDUSTRIES LTD. - US2006/172942, 2006, A1 Location in patent: Page/Page column 3

10
[ 3415-08-5 ]
[ 42267-27-6 ]
[ 2224-52-4 ]
[ 3190-71-4 ]
None [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With diethylamine In tetrahydrofuran; diethylamine	8a,18,26,29 EXAMPLE 8 Polymerization Step (a). N-Carboxyanhydride of tyrosine (30 mg, 0.010 mm), N-carboxyanhydride of alanine (62 mg, 0.054 mm), N-carboxyanhydride of gamma-benzyl glutamate (42 mg, 0.016 mm) and N-carboxyanhydride of epsilon-N-trifluoroacetyllysine (100 mg, 0.037 mm), are placed in a single-neck flask with a magnetic stirrer. To this mixture is added 20 ml of dry tetrahydrofuran. A clear solution is obtained. Diethylamine (10 ul) is added. The resulting mixture is stirred for 48 hours. The tetrahydrofuran is removed by evaporation. Water (150 ml) is added to the residue and the stirring is continued. A white solid is obtained. The solid is filtered and dried in a dessicator under vacuum. The yield is determined to be 154 mg.EXAMPLE 18 Preparation of a Protected Polypeptide.N-Carboxyanhydride of L-tyrosine (207.19 mg, 1.0 mM), N-carboxyanhydride of L-alanine (620 mg, 5.4 mM), N-carboxyanhydride of gamma-benzyl L-glutamate (430 mg, 1.6 mM) and N-carboxyanhydride of N(epsilon)-trifluoroacetyl L-lysine (1.01 g, 3.73 mM), are placed in a single-neck flask (100 ml) with a magnetic stirrer. To this mixture is added 40 mL of tetrahydrofuran. Diethylamine (10 ul) is added. The resulting mixture is stirred for 24 hours at a temperature of approximately 25 C. The mixture is slowly poured into 100 mL water while stirring. A solid is precipitated. The solid is filtered after 2 hours of stirring and washed with water. The solid is resuspended in 100 mL water and filtered. The solid is kept under vacuum for approximately 12 hours.EXAMPLE 26 Preparation of a Protected Polypeptide.N-Carboxyanhydride of L-tyrosine (207.19 mg, 1.0 mM), N-carboxyanhydride of L-alanine (620 mg, 5.4 mM), N-carboxyanhydride of gamma-benzyl L-glutamate (430 mg, 1.6 mM) and N-carboxyanhydride of N(epsilon)-trifluoroacetyl L-lysine (1.01 g, 3.73 mM), are placed in a single-neck flask (100 ml) with a magnetic stirrer. To this mixture is added 40 ml of tetrahydrofuran. Diethylamine (10 ul) is added. The resulting mixture is stirred for 24 hours at a temperature of approximately 25 C. The mixture is slowly poured into 100 ml water while stirring. A solid is precipitated. The solid is filtered after 2 hours of stirring and washed with water. The solid is resuspended in 100 ml water and filtered. The solid is kept under vacuum for approximately 12 hours.EXAMPLE 29 Cleavage of gamma-Benzyl Moiety from the Polypeptide Prepared in Example 27. EXAMPLE 26 Preparation of a Protected Polypeptide. N-Carboxyanhydride of L-tyrosine (207.19 mg, 1.0 mM), N-carboxyanhydride of L-alanine (620 mg, 5.4 mM), N-carboxyanhydride of gamma-benzyl L-glutamate (430 mg, 1.6 mM) and N-carboxyanhydride of N(epsilon)-trifluoroacetyl L-lysine (1.01 g, 3.73 mM), are placed in a single-neck flask (100 ml) with a magnetic stirrer. To this mixture is added 40 ml of tetrahydrofuran. Diethylamine (10 ul) is added. The resulting mixture is stirred for 24 hours at a temperature of approximately 25 C. The mixture is slowly poured into 100 ml water while stirring. A solid is precipitated. The solid is filtered after 2 hours of stirring and washed with water. The solid is resuspended in 100 ml water and filtered. The solid is kept under vacuum for approximately 12 hours.EXAMPLE 29 Cleavage of gamma-Benzyl Moiety from the Polypeptide Prepared in Example 27.
	In 1,4-dioxane; diethylamine	11,19,27 EXAMPLE 11 Polymerization Step. N-Carboxyanhydride of tyrosine (30 mg, 0.010 mm), N-carboxyanhydride of alanine (62 mg, 0.054 mm), N-carboxyanhydride of gamma-benzyl glutamate (42 mg, 0.016 mm) and N-carboxyanhydride of epsilon-N-trifluoroacetyllysine (100 mg, 0.037 mm), are placed in a single-neck flask with a magnetic stirrer. To this mixture is added 20 ml of dry dioxane. A clear solution is obtained. Diethylamine (10 ul) is added. The resulting mixture is stirred for 48 hours. To this, water (150 ml) is added slowly with stirring. A white solid is obtained. The solid is filtered and dried in a dessicator under vacuum. The yield is determined to be 170 mg.EXAMPLE 19 Preparation of a Protected Polypeptide. N-Carboxyanhydride of L-tyrosine (207.19 mg, 1.0 mM), N-carboxyanhydride of L-alanine (620 mg, 5.4 mM), N-carboxyanhydride of gamma-benzyl L-glutamate (430 mg, 1.6 mM) and N-carboxyanhydride of N(epsilon)-trifluoroacetyl L-lysine (1.01 g, 3.73 mM), are placed in a single-neck flask (100 ml) with a magnetic stirrer. To this mixture is added 40 ml of dioxane. Diethylamine (10 ul) is added. The resulting mixture is stirred for 48 hours at a temperature of approximately 25 C. The mixture is slowly poured into 100 ml water while stirring. A solid is precipitated. The solid is filtered and washed with water. The solid is resuspended in 100 ml water and filtered. The solid is kept under vacuum for approximately 12 hours. EXAMPLE 27 Preparation of a Protected Polypeptide. N-Carboxyanhydride of L-tyrosine (207.19 mg, 1.0 mM), N-carboxyanhydride of L-alanine (620 mg, 5.4 mM), N-carboxyanhydride of gamma-benzyl L-glutamate (430 mg, 1.6 mM) and N-carboxyanhydride of N(epsilon)-trifluoroacetyl L-lysine (1.01 g, 3.73 mM), are placed in a single-neck flask (100 ml) with a magnetic stirrer. To this mixture is added 40 ml of dioxane. Diethylamine (10 ul) is added. The resulting mixture is stirred for 48 hours at a temperature of approximately 25 C. The mixture is slowly poured into 100 ml water while stirring. A solid is precipitated. The solid is filtered and washed with water. The solid is resuspended in 100 ml water and filtered. The solid is kept under vacuum for approximately 12 hours.

Reference： [1]Current Patent Assignee: NOVARTIS AG; Sandoz (in: Novartis) - US2006/154862, 2006, A1 Location in patent: Page/Page column 9,11,12
[2]Current Patent Assignee: NOVARTIS AG; Sandoz (in: Novartis) - US2006/154862, 2006, A1 Location in patent: Page/Page column 10,11,12

11
[ 3415-08-5 ]
N-ε-tert-butyloxycarbonyl-L-lysine N-carboxyanhydride [ No CAS ]
[ 2224-52-4 ]
[ 3190-71-4 ]
None [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With diethylamine In 1,4-dioxane; diethylamine	1,2 EXAMPLE 1 Preparation of a Protected Polypeptide. N-Carboxyanhydride of L-alanine (860 mg, 7.5 mmol), N-carboxyanhydride of ?-benzyl L-glutamate (600 mg, 2.3 mmol), N-carboxyanhydride of N-t-butoxycarbonyl L-lysine (1410 mg, 5.2 mmol) and N-carboxyanhydride of L-tyrosine (300 mg, 1.4 mmol) are placed in a three-neck flask. Distilled anhydrous dioxane (57 ml) is added. Diethylamine (3.4 ul) is added. The resulting mixture is stirred mechanically for 24 hours at a temperature of approximately 22-25 C. The mixture is slowly poured into 100 ml deionized water and filtered under vacuum. The solid is kept under vacuum for 12 hours.EXAMPLE 2 Preparation of a Protected Polypeptide. N-Carboxyanhydride of L-alanine (430 mg, 3.75 mmol), N-carboxyanhydride of gamma-benzyl L-glutamate (300 mg, 1.15 mmol), N-carboxyanhydride of N-t-butoxycarbonyl L-lysine (705 mg, 2.6 mmol) and N-carboxyanhydride of L-tyrosine (150 mg, 0.7 mmol) are placed in a three-neck flask. Distilled anhydrous dioxane (28.5 ml) is added. Diethylamine (1.7 ul) is added. The resulting mixture is stirred mechanically for 24 hours at a temperature of approximately 22-25 C. The mixture is slowly poured into 100 ml deionized water and filtered under vacuum. The solid is kept under vacuum for 12 hours.

Reference： [1]Current Patent Assignee: NOVARTIS AG; Sandoz (in: Novartis) - US2006/154862, 2006, A1 Location in patent: Page/Page column 7-8

Yield	Reaction Conditions	Operation in experiment
	With diethylamine; In 1,4-dioxane; at 23 - 27℃; for 23.75 - 24.25h;Reactivity;	Stage 1: Mixtures of Protected Polypeptides The copolymerization of N-carboxyanhydride derivatives of the four amino acids (L-AIa, L-GIu, L-Tyr and L-Lys) in 1,4 dioxane, stirred at 25°C+/-2°C in the presence of an initiator (diethylamine) 24 hours +/-1/4 hours to yield a mixture of protected polypeptides . The four derivatives of the amino acids used are L-Tyrosine-N-carboxyanhydride, L- Alanine-N-carboxyanhydride, 5-benzyl-L-glutamate-N- carboxyanhydride and 6N-Trifluoroacetyl-L-Lysine-N- carboxyanhydride.Following copolymerization, process water is added and the protected polypeptides are subjected to precipitation, chopping, and dispersion for 1.25 hours. The protected polypeptides are then subjected to filtration and washing. The filter-cake is dried in a vacuum at 600C +/-50C at a pressure of less than 20 mmHg for 12 hours, and then subjected to milling. This yields a mixture of protected polypetides, wherein the side chain functional groups of two amino acids (glutamic acid and lysine) are protected to avoid cross-linking.

13
[ 32315-10-9 ]
[ 60-18-4 ]
[ 3415-08-5 ]

Yield	Reaction Conditions	Operation in experiment
76.4%	In tetrahydrofuran Inert atmosphere;	2.2 Synthesis of γ-benzyl-L-glutamate N-carboxyanhydride(BLG-NCA) and L-tyrosine N-carboxyanhydride(Tyr-NCA) γ-Benzyl-L-glutamate BLG (20 g, 84.3 mmol) was suspendedin anhydrous THF (200 mL) at 50 °C and stirredunder N2. Triphosgene (8.88 g, 30 mmol) was then added.After the reaction solution became clear, the reaction solutionwas cooled and then precipitated in n-hexane (500 mL).The mixture was filtered and recrystallization in THF/hexane.14.6 g BLG-NCA was obtained. Yield: 68.7%. Tyr-NCA was synthesized by reacting L-tyrosine with triphosgenein dry THF in N2 atmosphere in a similar way.Yield: 76.4%.
70%	In acetonitrile at 60℃; for 3h; Inert atmosphere;
61.3%	In acetonitrile at 70℃; for 4h; Inert atmosphere;

In tetrahydrofuran at 45℃; for 6h;

Reference： [1]Liu, Rui; Shi, Zhekun; Sun, Jing; Li, Zhibo [Science China Chemistry, 2018, vol. 61, # 10, p. 1314 - 1319]
[2]Mohamed, Mohamed Gamal; Tu, Jia-Huei; Huang, Shih-Hung; Chiang, Yeo-Wan; Kuo, Shiao-Wei [RSC Advances, 2016, vol. 6, # 56, p. 51456 - 51469]
[3]Lu, Yi-Syuan; Lin, Yung-Chih; Kuo, Shiao-Wei [Macromolecules, 2012, vol. 45, # 16, p. 6547 - 6556]
[4]Saha, Anupam; Paira, Tapas K.; Biswas, Mrinmoy; Jana, Somdeb; Banerjee, Sanjib; Mandal, Tarun K. [Journal of Polymer Science, Part A: Polymer Chemistry, 2015, vol. 53, # 20, p. 2313 - 2319]

14
[ 67-66-3 ]
[ 60-18-4 ]
[ 3415-08-5 ]

Yield	Reaction Conditions	Operation in experiment
60%	With oxygen In acetonitrile at 70℃; UV-irradiation;	18 Example 18: Synthesis of tyrosine-N-carboxylic acid anhydride Purified chloroform (15 mL, 186 mmol), acetonitrile (15 mL, 287 mmol), and L-tyrosine (906 mg, 5.0 mmol) were placed in the reaction vessel of the reaction system used in Example 1 and mixed with stirring. While stirring the reaction solution, 0.5 L/min of oxygen gas was bubbled through at 70° C. by bubbling. Under a stirring condition of the solution, a high-energy light containing UV-C was irradiated from a low-pressure mercury lamp for 5 minutes, and then a cycle of stopping the irradiation for 10 minutes was repeated 12 times in total to carry out the reaction. Then, dichloromethane (320 μL, 5.0 mmol) was added to the reaction solution as an internal standard, and the result was analyzed by 1H NMR. As a result, formation of the target compound, tyrosine-N-carboxylic acid anhydride, could be confirmed.(Yield: 60%).

Reference： [1]Current Patent Assignee: KOBE UNIVERSITY - JP2020/83882, 2020, A Location in patent: Paragraph 0083

15
[ 5840-76-6 ]
[ 3415-08-5 ]
[ 5813-64-9 ]
[ 37498-95-6 ]
Sar₂₃₅-b-p-[D-Phe₁₀-co-L-Tyr₃₀] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87.9%	Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide for 0.00833333h; Darkness; Stage #2: L-tyrosine N-carboxyanhydride; D-phenylalanine N-carboxyanhydride at 25℃; for 30h;

Reference： [1]Current Patent Assignee: TYNDALL FORMULATION SERVICES - WO2021/141603, 2021, A1 Location in patent: Paragraph 00176

16
[ 5840-76-6 ]
[ 3415-08-5 ]
[ 5813-64-9 ]
D-leucine N-carboxyanhydride [ No CAS ]
Sar₁₇₅-b-p-[D-Leu₃₅-co-L-Tyr₂₅] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide for 20h; Darkness; Stage #2: L-tyrosine N-carboxyanhydride; D-leucine N-carboxyanhydride In N,N-dimethyl-formamide at 25℃; for 24h;

Reference： [1]Current Patent Assignee: TYNDALL FORMULATION SERVICES - WO2021/141603, 2021, A1 Location in patent: Paragraph 00158

17
[ 5840-76-6 ]
[ 3415-08-5 ]
[ 5813-64-9 ]
D-leucine N-carboxyanhydride [ No CAS ]
Sar₁₇₅-b-p-[D-Leu₃₀-co-L-Tyr₂₀] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84.1%	Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide Darkness; Stage #2: L-tyrosine N-carboxyanhydride; D-leucine N-carboxyanhydride at 25℃; for 24h;

Reference： [1]Current Patent Assignee: TYNDALL FORMULATION SERVICES - WO2021/141603, 2021, A1 Location in patent: Paragraph 00159

18
[ 5840-76-6 ]
[ 3415-08-5 ]
[ 5813-64-9 ]
D-leucine N-carboxyanhydride [ No CAS ]
Sar175-b-p-[D-Leu35-co-L-Tyr25] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide at 20℃; for 20h; Darkness; Stage #2: L-tyrosine N-carboxyanhydride; D-leucine N-carboxyanhydride In N,N-dimethyl-formamide at 25℃; for 24h;

Reference： [1]Current Patent Assignee: CLOSED JOINT STOCK COMPANY R-PHARM - WO2021/142202, 2021, A1 Location in patent: Paragraph 00159; 00165

19
[ 5840-76-6 ]
[ 3415-08-5 ]
[ 5813-64-9 ]
D-leucine N-carboxyanhydride [ No CAS ]
Sar175-b-p-[D-Leu30-co-L-Tyr20] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84.1%	Stage #1: sarcosine-N-carboxyanhydride; 2.2-dimethylpropylamine In N,N-dimethyl-formamide at 20℃; for 19h; Darkness; Stage #2: L-tyrosine N-carboxyanhydride; D-leucine N-carboxyanhydride In N,N-dimethyl-formamide at 25℃; for 24h;

Reference： [1]Current Patent Assignee: CLOSED JOINT STOCK COMPANY R-PHARM - WO2021/142202, 2021, A1 Location in patent: Paragraph 00159; 00166

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[ 3415-08-5 ]

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 3415-08-5 ] {[proInfo.proName]}

Quality Control of [ 3415-08-5 ]

Related Doc. of [ 3415-08-5 ]

Product Details of [ 3415-08-5 ]

Calculated chemistry of [ 3415-08-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3415-08-5 ]

Application In Synthesis of [ 3415-08-5 ]

[ 3415-08-5 ] Synthesis Path-Upstream 1~3

[ 3415-08-5 ] Synthesis Path-Downstream 1~19

Related Functional Groups of [ 3415-08-5 ]

Amino Acid Derivatives

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3415-08-5 ]