D-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: D-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, 1,1-dimethylethyl ester
• CAS No.: 63983-79-9
• Molecular Formula: C₁₈H₂₆N₂O₅
• Molecular Weight: 350.415
• Mol file: 63983-79-9.mol

Synonyms:(R)-2-((R)-2-Benzyloxycarbonylamino-propionylamino)-propionic acid tert-butyl ester;

Chemical Property of D-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 515.5±40.0 °C(Predicted)
• PSA: 93.73000
• Density: 1.130±0.06 g/cm3(Predicted)
• LogP: 2.92950

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, 1,1-dimethylethyl ester

There total 3 articles about D-Alanine, N-[N-[(phenylmethoxy)carbonyl]-D-alanyl]-, 1,1-dimethylethyl 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: 75.0%

tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2) + Z-D-Ala carbamoylmethyl ester (203640-57-7) → (R)-tert-butyl 2-((R)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (63983-79-9)

Guidance literature:

With cross-linked enzyme aggregate of Alcalase; at 50 ℃; for 16h; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2011.03.012

Reference yield:

N-benzyloxycarbonyl-D-alanine (26607-51-2) + tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2) → (R)-tert-butyl 2-((R)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (63983-79-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/ejoc.201701129

Reference yield:

N-benzyloxycarbonyl-D-alanine (26607-51-2) → (R)-tert-butyl 2-((R)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (63983-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Candida antartica lipase B / 16 h / 50 °C / Molecular sieve; Enzymatic reaction

2: cross-linked enzyme aggregate of Alcalase / 16 h / 50 °C / Molecular sieve; Enzymatic reaction

With Candida antartica lipase B; cross-linked enzyme aggregate of Alcalase;

DOI:10.1016/j.molcatb.2011.03.012

upstream raw materials:

N-benzyloxycarbonyl-D-alanine

tert-butyl D-alaninate

Z-D-Ala carbamoylmethyl ester

Downstream raw materials:

(R)-2-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-propionic acid tert-butyl ester