Alanine, N-benzyl methyl ester, L-

Base Information

• Chemical Name: Alanine, N-benzyl methyl ester, L-
• CAS No.: 2483-53-6
• Molecular Formula: C16H22 N2 O6
• Molecular Weight: 338.36
• NSC Number: 126137
• DSSTox Substance ID: DTXSID90947738
• Mol file: 2483-53-6.mol

Synonyms:2483-53-6;Alanine, N-benzyl methyl ester, L-;NSC126137;DTXSID90947738;NSC-126137;2-{[(Benzyloxy)(hydroxy)methylidene]amino}-3-hydroxy-N-(1-methoxy-1-oxopropan-2-yl)butanimidic acid

Chemical Property of Alanine, N-benzyl methyl ester, L-

Chemical Property:

• Vapor Pressure: 3.03E-13mmHg at 25°C
• Melting Point: 112-114 °C
• Boiling Point: 557.1°Cat760mmHg
• PKA: 10.92±0.46(Predicted)
• Flash Point: 290.7°C
• PSA: 113.96000
• Density: 1.231g/cm³
• LogP: 1.12170
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 338.14778643
• Heavy Atom Count: 24
• Complexity: 436

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)NC(C)C(=O)OC)NC(=O)OCC1=CC=CC=C1)O

Technology Process of Alanine, N-benzyl methyl ester, L-

There total 2 articles about Alanine, N-benzyl methyl ester, L- 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: 95.0%

N-benzyloxycarbonyl-L-treonine (19728-63-3) + L-alanine methyl ester hydrochloride (2491-20-5) → Z-Thr-Ala-OMe (2483-53-6)

Guidance literature:

With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02747

Reference yield: 60.0%

L-Alanine methyl ester (10065-72-2) + N-benzyloxycarbonyl-L-treonine (19728-63-3) → Z-Thr-Ala-OMe (2483-53-6)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1021/ja00094a008

Reference yield: 93.0%

Z-Thr-Ala-OMe (2483-53-6) → Z-NH-CO-CO-Ala-OMe (131458-40-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 1.5h; Ambient temperature; pH 3 phosphate buffer;

DOI:10.1021/ja00003a048

upstream raw materials:

L-Alanine methyl ester

N-benzyloxycarbonyl-L-treonine

L-alanine methyl ester hydrochloride

Downstream raw materials:

Z-Thr-Ala-hydrazide

Z-NH-CO-CO-Ala-OMe

Z-Thr(Ac)-Ala-OMe

Boc-Glu(OBzl)-Thr-Ala-OMe

Refernces

• 1、 Ranganathan,Vaish,Shah. "Protein backbone modification by novel C(α)-C side-chain scission". . p. 6545 - 6557. Retrieved 2007/10/02.