Boc-L-alanine methyl ester

Base Information

• Chemical Name: Boc-L-alanine methyl ester
• CAS No.: 28875-17-4
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID30446058
• Nikkaji Number: J427.128I
• Wikidata: Q72509670
• Mol file: 28875-17-4.mol

Synonyms:28875-17-4;Boc-L-alanine methyl ester;Boc-Ala-OMe;(S)-methyl 2-(tert-butoxycarbonylamino)propanoate;(S)-N-tert-Butoxycarbonylalanine methyl ester;(S)-METHYL 2-((TERT-BUTOXYCARBONYL)AMINO)PROPANOATE;methyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;N-Boc-L-alanine Methyl Ester;N-tert-Butoxycarbonylalanine Methyl Ester;Boc-Alanine methyl ester;MFCD00038513;methyl N-(tert-butoxycarbonyl)-L-alaninate;Boc-Ala-OMe, 99%;SCHEMBL709981;methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}propanoate;N-t-Boc-L-alanine methyl ester;BDBM36052;DTXSID30446058;AKOS010368059;CS-W002173;HY-W002173;Methyl (tert-butoxycarbonyl)-L-alaninate;AS-18265;AM20090380;methyl(S)-2-tert-butoxycarbonylaminopropanate;EN300-204426;methyl (S)-2-tert-butoxycarbonylaminopropanate;N-(tert-Butoxycarbonyl)-L-alanine methyl ester;N-(tert-butyloxycarbonyl)-L-alanine methyl ester;A819647;Methyl 2-[(tert-butoxycarbonyl)amino]propanoate #;N-(tert.-butyloxycarbonyl)-L-alanine methyl ester;Q-101538;Q-101552;L-Alanine,N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;Propanoic acid, methyl ester, (2S)-2-[(t-butoxycarbonyl)amino]-;methyl (tert-butoxycarbonyl)-L-alaninate;methyl (2S)-2-(tert-butoxycarbonylamino)propanoate?N-tert-Butoxycarbonylalanine Methyl Ester

Chemical Property of Boc-L-alanine methyl ester

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 32-35 °C(lit.)
• Refractive Index: 1.439
• Boiling Point: 277.793 °C at 760 mmHg
• PKA: 11.21±0.46(Predicted)
• Flash Point: 121.805 °C
• PSA: 64.63000
• Density: 1.051 g/cm³
• LogP: 1.46350
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98% ^*data from raw suppliers

Boc-L-alanine methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](C(=O)OC)NC(=O)OC(C)(C)C

Technology Process of Boc-L-alanine methyl ester

There total 4 articles about Boc-L-alanine 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: 63.0%

N,N-diethylethylenediamine (100-36-7) + N-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}-N-tert-butyloxycarbonylalanine methyl ester (395647-18-4) → (S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) + 2-(N,N-diethylamino)-N'-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}ethylamine

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4039(01)01350-8 DOI:10.1039/b212470j

Reference yield: 49.0%

Sphenyl N-benzyloxycarbonylaminoethanothioate (2899-57-2) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) → (S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) + methyl (S)-5-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-oxopentanoate (329912-44-9)

Guidance literature:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 45 ℃; for 1.45h;

Sphenyl N-benzyloxycarbonylaminoethanothioate; With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 45 ℃; for 4.5h;

DOI:10.1016/S0040-4020(00)00990-X

Reference yield:

4-(4-benzyloxyphenyl) iodide (19578-68-8) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) → (S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) + (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7)

Guidance literature:

4-(4-benzyloxyphenyl) iodide; N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With dichlorobis(tri-O-tolylphosphine)palladium; zinc; In tetrahydrofuran; N,N-dimethyl acetamide; at 60 ℃; for 3h;

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 21h;

DOI:10.1002/(SICI)1099-1344(200004)43:5<505::AID-JLCR336>3.0.CO;2-0

upstream raw materials:

4-(4-benzyloxyphenyl) iodide

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

Sphenyl N-benzyloxycarbonylaminoethanothioate

N,N-diethylethylenediamine

Downstream raw materials:

L-N-Boc-Ala

tert-butyl [(2S)-4-chloro-3-oxobutan-2-yl]carbamate

2S,2S-3-[2-(2-tert-butoxycarbonylamino-2-methoxycarbonylethyl)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid benzyl ester

tert-butyl (S)-(1-(butylamino)-1-oxopropan-2-yl)carbamate