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Quality Control of Boc-Ser(Me)-OH Purity: 97% SDS Specification

COA

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NMR

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CNMR

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HPLC

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Product Details of Boc-Ser(Me)-OH

CAS No. :	51293-47-1
Formula :	C₉H₁₇NO₅
M.W :	219.24
SMILES Code :	O=C(O)[C@@H](NC(OC(C)(C)C)=O)COC
MDL No. :	MFCD00153314

Safety of Boc-Ser(Me)-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Boc-Ser(Me)-OH

* 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.

Downstream synthetic route of [ 51293-47-1 ]

[ 51293-47-1 ] Synthesis Path-Downstream 1~35

1
[ 3262-72-4 ]
[ 74-88-4 ]
[ 51293-47-1 ]

Yield	Reaction Conditions	Operation in experiment
28%		A. (S)-2-(tert-Butoxycarbonylamino)-3-methoxypropanoic acid A sodium methanolate (NaOMe) solution was prepared by slowly adding MeOH (50 mL) to a suspension of sodium hydride (60percent in mineral oil, 28 g, 0.71 mol) in dry THF (1.2 L) at 0° C. The resulting mixture was stirred at RT for 2 h. A portion of the NaOMe solution (320 mL) was added to (S)-2-(tert-butoxycarbonylamino)-3-hydroxypropanoic acid (36 g, 175 mmol) in dry THF (1.6 L), and the mixture was stirred at RT for 1 h. Methyl iodine (16 mL) was then added and the mixture was stirred at RT for 1 h. Another aliquot of NaOMe solution (540 mL) was added and the reaction mixture stirred at RT for 1 h. Additional methyl iodine (38 mL) in THF (200 mL) was added and the reaction mixture was stirred at RT for 36 h. Following reaction, the mixture was concentrated and the residue was dissolved in water and washed with diethyl ether (2.x.100 mL). The aqueous layer was acidified to pH 2 by the addition of solid citric acid and was extracted with EtOAc (3.x.200 mL) and dried over Na2SO4. The organic phase was concentrated, and the residue was dissolved in water and extracted with DCM (4.x.150 mL). The organic layers were combined and concentrated to give the title compound as an oil, which was used without further purification (10.9 g, 28percent).

References: [1]Patent: US2011/152273,2011,A1 .Location in patent: Page/Page column 87.
[2]Journal of Organic Chemistry,1979,vol. 44,p. 2299 - 2300.

2
2-(S)-amino-4-methyl-1-(5-phenyl-[1,3,4]oxadiazol-2-yl)-(R/S)-pentan-1-ol hydrochloride [ No CAS ]
[ 51293-47-1 ]
[ 660847-58-5 ]

Yield	Reaction Conditions	Operation in experiment
79%		[N-A-BOC-0-METHYL-L-SERINE] (2.19g, 10.0 mmol), HOBt (1.62g, 12.0 mmol), [1-ETHYL-3- (3APOS;-DIMETHYLAMINO-PROPYL) CARBODIIMIDE] hydrochloride (EDC, 2. [01G,] 10.5 mmol), and N-methylmorpholine (1.4 mL, 12.5 mmol) were stirred in 150 mL anhydrous dichloromethane. After 5 min, [2-AMINO-4-METHYL-L- (5-PHENYL-] [[1,] 3,4] oxadiazol-2-yl)-pentan-1-ol hydrochloride (2.61g, 10.0 mmol) dissolved in dichloromethane (50 [ML)] and more N-methylmorpholine (1.4 mL, 12.5 mmol) were added. After 3 hr, the reaction mixture was transferred to a separatory funnel and washed twice with 100 mL portions [OF 0. 5N] aqueous [HCI.] The organic phase was separated and once with water (50 mL) and twice with saturated aqueous sodium bicarbonate (100 mL). The organic phase was dried over anhydrous magnesium sulfate. Filtration and solvent evaporation gave a tan foam. This was flash chromatographed on silica gel, eluting with 5percent methanol in dichloromethane to give (1- 1- [hydroxy- (5-phenyl- [1, 3,4] oxadiazol-2-yl) methyl]-3-methyl-butylcarbamoyl}- 2-methoxyethyl) carbamic acid ter-butyl ester as a brittle, pale yellow foam, (3.65g, 79percent) as a mixture of diastereomers.

References: [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 2953 - 2968.
[2]Patent: WO2004/14882,2004,A2 .Location in patent: Page 37.

3
[ 1004316-18-0 ]
[ 51293-47-1 ]
[ 1004318-04-0 ]

References: [1]Patent: WO2008/10921,2008,A2 .Location in patent: Page/Page column 280.
[2]Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,p. 995 - 999.

4
[ 107-19-7 ]
[ 51293-47-1 ]
N^α-(tert-butoxycarbonyl)-O-methyl-L-serine N-propargylamide [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 10605 - 10608.

5
[ 51293-47-1 ]
(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methoxy-propionylamino)-propionic acid [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 239 - 243.

6
[ 51293-47-1 ]
{(S)-1-[(S)-1-((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-2-methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propylcarbamoyl}-pentylcarbamoyl)-ethylcarbamoyl]-2-methoxy-ethyl}-carbamic acid tert-butyl ester [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2004,vol. 14,p. 239 - 243.

7
[ 51293-47-1 ]
[ 161561-66-6 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.
[2]Tetrahedron Letters,1995,vol. 36,p. 67 - 70.

8
[ 51293-47-1 ]
(R)-2-(1-tert-Butoxycarbonylamino-vinyl)-4,5-dihydro-thiazole-4-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

9
[ 51293-47-1 ]
[ 183793-54-6 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

10
[ 51293-47-1 ]
[ 183793-55-7 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

11
[ 51293-47-1 ]
[ 183793-52-4 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

12
[ 51293-47-1 ]
[ 183793-53-5 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

13
[ 51293-47-1 ]
2-((R)-1-tert-Butoxycarbonylamino-2-methoxy-ethyl)-thiazole-4-carboxylic acid ethyl ester [ No CAS ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

14
[ 51293-47-1 ]
[ 183904-76-9 ]

References: [1]Journal of Organic Chemistry,1996,vol. 61,p. 7671 - 7676.

15
[ 24424-99-5 ]
[ 51293-47-1 ]