N-Cbz-L-serine Methyl Ester

Base Information

• Chemical Name: N-Cbz-L-serine Methyl Ester
• CAS No.: 1676-81-9
• Molecular Formula: C12H15NO5
• Molecular Weight: 253.255
• Hs Code.: 29242990
• European Community (EC) Number: 605-484-2
• DSSTox Substance ID: DTXSID90426437
• Nikkaji Number: J433.258J
• Wikidata: Q72516478
• Mol file: 1676-81-9.mol

Synonyms:1676-81-9;N-Cbz-L-serine Methyl Ester;Z-Ser-OMe;N-Z-L-serine methyl ester;N-Carbobenzoxy-L-serine Methyl Ester;Z-L-serine methyl ester;cbz-l-serine methyl ester;Z-DL-Serine methyl ester;methyl (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoate;MFCD00077039;Methyl ((benzyloxy)carbonyl)-L-serinate;(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoate;Cbz-L-Ser-OMe;Methyl 2-([(benzyloxy)carbonyl]amino)-3-hydroxypropanoate #;(CBZ)-L-serine methyl ester;SCHEMBL2256830;DTXSID90426437;methyl (2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoate;N-Z-L-serine methyl ester, 95%;AC2342;AKOS015909596;N-carbobenzyloxy-L-serine methyl ester;AM82232;CS-W008179;HY-W008179;n-benzyloxycarbonyl-l-serine methyl ester;AS-18150;N-Benzyloxycarbonyl-l-serine, methyl ester;N-(benzyloxycarbonyl)-L-serine methyl ester;N -(benzyloxycarbonyl)-L-serine methyl ester;F10679;M06266;EN300-1699273;A810893;J-300247;Serine, N-[(phenylmethoxy)carbonyl]-, methyl ester;methyl 3-hydroxy-(S)-2-benzyloxycarbonylamino-propionate;(S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate;methyl (2S)-3-oxidanyl-2-(phenylmethoxycarbonylamino)propanoate;Methyl (2S)-2-{[(benzyloxy)carbonyl]-amino}-3-hydroxypropanoate;methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoate;(2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid methyl ester

Chemical Property of N-Cbz-L-serine Methyl Ester

Chemical Property:

• Vapor Pressure: 1.3E-08mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: -15 ° (C=1, MeOH)
• Boiling Point: 442.6 °C at 760 mmHg
• PKA: 10.49±0.46(Predicted)
• Flash Point: 221.5 °C
• PSA: 84.86000
• Density: 1.254 g/cm³
• LogP: 0.83760
• Storage Temp.: -15°C
• Solubility.: Chloroform, Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 253.09502258
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

N-[(Phenylmethoxy)carbonyl]-L-serineMethylEster ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CO)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: COC(=O)[C@H](CO)NC(=O)OCC1=CC=CC=C1
• Uses: N-Cbz-L-serine methyl ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity. N-[(Phenylmethoxy)carbonyl]-L-serine Methyl Ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity.

Technology Process of N-Cbz-L-serine Methyl Ester

There total 19 articles about N-Cbz-L-serine Methyl Ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; 0 deg C -> room temperature, 4 h;

DOI:10.1021/jo960691a

Reference yield: 100.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + methyl iodide (74-88-4) → N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 7h;

DOI:10.1246/cl.2001.102

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(benzyloxycarbonyl)-L-serine (1145-80-8) → N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9)

Guidance literature:

In diethyl ether;

DOI:10.1039/b004180g

upstream raw materials:

diazomethane

N-(benzyloxycarbonyl)-L-serine

(S)-serine methyl ester

benzyl chloroformate

Downstream raw materials:

benzyl (1S)-2-hydrazino-1-(hydroxymethyl)-2-oxoethylcarbamate

(S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoate

3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester

(S)-2-((benzyloxycarbonyl)amino)-3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)propanoate