[ CAS No. 5672-83-3 ] {[proInfo.proName]}

Name: 5672-83-3|(S)-4-(((Benzyloxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid|98%
Brand: Ambeed
SKU: A352399
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2D 3D

Structure of 5672-83-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 5672-83-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5672-83-3 ]

SDS Specification

Alternatived Products of [ 5672-83-3 ]

Product Details of [ 5672-83-3 ]

CAS No. :	5672-83-3	MDL No. :	MFCD00083278
Formula :	C₁₄H₁₇NO₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BGMCTGARFXPQML-NSHDSACASA-N
M.W :	295.29	Pubchem ID :	2733408
Synonyms :	N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester	Chemical Name :	(S)-4-(((Benzyloxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid

Calculated chemistry of [ 5672-83-3 ]

Physicochemical Properties

Num. heavy atoms :	21
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.36
Num. rotatable bonds :	10
Num. H-bond acceptors :	6.0
Num. H-bond donors :	2.0
Molar Refractivity :	72.59
TPSA :	101.93 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.21 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.92
Log Po/w (XLOGP3) :	1.25
Log Po/w (WLOGP) :	1.17
Log Po/w (MLOGP) :	1.08
Log Po/w (SILICOS-IT) :	1.1
Consensus Log Po/w :	1.3

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.01
Solubility :	2.89 mg/ml ; 0.00978 mol/l
Class :	Soluble
Log S (Ali) :	-2.99
Solubility :	0.303 mg/ml ; 0.00103 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.84
Solubility :	0.424 mg/ml ; 0.00144 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.05

Safety of [ 5672-83-3 ]

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

Application In Synthesis of [ 5672-83-3 ]

* 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 [ 5672-83-3 ]
Downstream synthetic route of [ 5672-83-3 ]

[ 5672-83-3 ] Synthesis Path-Upstream 1~28

1
[ 5672-83-3 ]
[ 6384-08-3 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 195 - 210
[2] Journal of Molecular Catalysis B: Enzymatic, 2012, vol. 84, p. 22 - 26

2
[ 67-56-1 ]
[ 57933-83-2 ]
[ 1155-62-0 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

3
[ 1155-62-0 ]
[ 79-22-1 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

4
[ 67-56-1 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

5
[ 67-56-1 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Journal of Organic Chemistry, 1980, vol. 45, # 15, p. 3078 - 3080

6
[ 124-41-4 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 195 - 210
[2] Journal of the Chemical Society, 1950, p. 1954,1958

7
[ 1070-19-5 ]
[ 5672-83-3 ]
[ 72086-72-7 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1971, vol. 19, p. 1708 - 1713

8
[ 23632-67-9 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1988, vol. 29, # 18, p. 2231 - 2234
[2] Tetrahedron Letters, 1984, vol. 25, # 14, p. 1425 - 1428
[3] Tetrahedron Letters, 2001, vol. 42, # 37, p. 6603 - 6606

9
[ 67-56-1 ]
[ 57933-83-2 ]
[ 1155-62-0 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

10
[ 1155-62-0 ]
[ 79-22-1 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

11
[ 13907-82-9 ]
[ 5672-83-3 ]

Reference： [1] Organic Letters, 2013, vol. 15, # 3, p. 448 - 451
[2] Tetrahedron Letters, 2003, vol. 44, # 28, p. 5251 - 5253

12
[ 67-56-1 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668
[2] Tetrahedron Letters, 1987, vol. 28, # 15, p. 1665 - 1668

13
[ 1155-62-0 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 2001, vol. 42, # 37, p. 6603 - 6606
[2] Tetrahedron Letters, 1988, vol. 29, # 18, p. 2231 - 2234
[3] Tetrahedron Letters, 1984, vol. 25, # 14, p. 1425 - 1428
[4] Journal of the Chemical Society, 1950, p. 1954,1958
[5] Journal of Medicinal Chemistry, 2013, vol. 56, # 6, p. 2466 - 2477

14
[ 56877-41-9 ]
[ 5672-83-3 ]
[ 26566-11-0 ]

Reference： [1] Organic and Biomolecular Chemistry, 2006, vol. 4, # 2, p. 211 - 223

15
[ 13907-82-9 ]
[ 67436-17-3 ]
[ 5672-83-3 ]
[ 75857-94-2 ]

Reference： [1] Chemical Communications, 1996, # 3, p. 349 - 350

16
[ 13907-82-9 ]
[ 75-05-8 ]
[ 67436-17-3 ]
[ 5672-83-3 ]

Reference： [1] Chemical Communications, 1996, # 3, p. 349 - 350

17
[ 2650-64-8 ]
[ 5672-83-3 ]

Reference： [1] Organic Letters, 2013, vol. 15, # 3, p. 448 - 451

18
[ 67-56-1 ]
[ 23632-67-9 ]
[ 5672-83-3 ]

Reference： [1] Journal of Organic Chemistry, 1994, vol. 59, # 25, p. 7625 - 7634

19
[ 51644-83-8 ]
[ 5672-83-3 ]

Reference： [1] Organic and Biomolecular Chemistry, 2006, vol. 4, # 2, p. 211 - 223

20
[ 67-56-1 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Journal of Organic Chemistry, 1980, vol. 45, # 15, p. 3078 - 3080

21
[ 67-56-1 ]
[ 4124-76-9 ]
[ 5672-83-3 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 195 - 210
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 6, p. 2466 - 2477

22
[ 56-86-0 ]
[ 5672-83-3 ]

Reference： [1] Journal of Medicinal Chemistry, 2013, vol. 56, # 6, p. 2466 - 2477

23
[ 501-53-1 ]
[ 5672-83-3 ]

Reference： [1] Journal of Medicinal Chemistry, 2013, vol. 56, # 6, p. 2466 - 2477

24
[ 124-41-4 ]
[ 4124-76-9 ]
[ 5672-83-3 ]

Reference： [1] Biochemical Journal, 1935, vol. 29, p. 1602,1605
[2] Biochemical Preparations, 1952, vol. 2, p. 74,75
[3] Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 491,493

25
[ 1155-62-0 ]
[ 77-78-1 ]
[ 5672-83-3 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972, p. 1 - 4
[2] Recueil des Travaux Chimiques des Pays-Bas, 1964, vol. 83, p. 199 - 207

26
[ 23632-67-9 ]
[ 124-41-4 ]
[ 5672-83-3 ]

Reference： [1] Tetrahedron Letters, 1992, vol. 33, # 44, p. 6651 - 6652

27
[ 5672-82-2 ]
[ 5672-83-3 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 195 - 210

28
[ 124-41-4 ]
[ 4124-76-9 ]
[ 4652-65-7 ]
[ 5672-83-3 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 195 - 210
[2] Journal of the Chemical Society, 1950, p. 1954,1958

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[ 5672-83-3 ]

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Ghs Precautionary Statements

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P101	If medical advice is needed,have product container or label at hand.
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P234	Keep only in original container.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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P270	Do not eat, drink or smoke when using this product.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
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P310	Immediately call a POISON CENTER or doctor/physician.
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P313	Get medical advice/attention.
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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:
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P335	Brush off loose particles from skin.
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P337	If eye irritation persists:
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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.
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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.
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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.
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Yield	Reaction Conditions	Operation in experiment
60%	With borane-THF; In tetrahydrofuran; at 0℃; for 1h;	To a solution of (S)-4-(((benzyloxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid (1.0 g, 3.4 mmol) in THF (3.5mL) at 0C was added 1M BH3/THF (6.7 mL,6.7 mmol) and the mixture was stirred at the same temperature for 1 h. The reaction was quenched by addition of 1M NaHSO4 (10 mL), followed by the removal of most THF under reduced pressure. The resulting mixture was diluted with water (20 mL), which was extracted by EtOAc (30 mL x 3). The combined organic layers were washed with brine (90 mL), dried overNa2504, concentrated and the residue was purified by silica gel flash column to afford (5)- methyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate (550 mg, 60% yield) as colorless oil. LCMS (Method 5-95 AB, ESI): tR = 0.729, M+Na = 303.9
		58.1. (S)-2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid methyl ester:To a cold (-150C) solution of Z-GIu-OMe (1.5 g) in THF (70 mL) was added N- methylmorpholine (0.616 mL) followed by isobutyl chloro formate (0.731 mL) dropwise. After 30 min stirring at - 15C, NaB H4 (576 mg) was added, followed MeOH dropwise. The reaction mixture was stirred at -100C for 15 min and quenched by the addition of IM KHSO4 solution. The mixture was extracted with EA. The org. phase was washed with water, dried (Na2SO4) and evaporated off to give 1.5 g of the crude product as colorless oil. LC-MS (A): tR = 0.82 min; [M+H]+: 282.11.
		Example 13; 4-((S)-2-[4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino}-5-phosphono-pentanoyl)-piperazine-1-carboxylic acid butyl ester13.1. (S)-2-benzyloxycarbonylamino-5-hydroxy-pentanoic acid methyl esterTo a cold (-15 C.) solution of Cbz-Glu-OMe (1.5 g) in THF (70 mL) was added N-methylmorpholine (0.616 mL) followed by isobutyl chloroformate (0.731 mL) dropwise. After 30 min stirring at -15 C., NaBH4 (576 mg) was added, followed MeOH dropwise. The reaction mixture was stirred at -10 C. for 15 min and quenched by the addition of 1M KHSO4 solution. The mixture was extracted with EA. The org. phase was washed with water, dried (Na2SO4) and evaporated off to give the crude product as a colourless oil (1.5 g).LC-MS: tR=0.82 min; [M+H]+: 282.11.

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. 5672-83-3 ] {[proInfo.proName]}

Quality Control of [ 5672-83-3 ]

Related Doc. of [ 5672-83-3 ]

Product Details of [ 5672-83-3 ]

Calculated chemistry of [ 5672-83-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 5672-83-3 ]

Application In Synthesis of [ 5672-83-3 ]

[ 5672-83-3 ] Synthesis Path-Upstream 1~28

[ 5672-83-3 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 5672-83-3 ]

Amino Acid Derivatives

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 5672-83-3 ]