3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester
• CAS No.: 849586-23-8
• Molecular Formula: C₂₉H₃₉N₃O₇
• Molecular Weight: 541.645
• Mol file: 849586-23-8.mol

Synonyms:3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester

Chemical Property of 3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester

There total 1 articles about 3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl 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: 98.0%

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine (405-39-0) + tert-butyl 3-aminopropanoate hydrochloride (58620-93-2) → 3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester (849586-23-8)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/ma047621n

Reference yield: 98.0%

3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester (849586-23-8) → 3-((S)-2,6-Bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid (126909-93-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ma047621n

Reference yield:

3-(2,6-bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid tert-butyl ester (849586-23-8) → {(S)-5-Benzyloxycarbonylamino-5-[2-(4-vinyl-benzylcarbamoyl)-ethylcarbamoyl]-pentyl}-carbamic acid benzyl ester (849586-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

2: 97 percent / O-benzotriazole-N,N,N',N'-tetramethyluronium PF₆; N-hydroxybenzotriazole; N,N-diisopropylethylamine / 1-methyl-pyrrolidin-2-one / 16 h / 20 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1021/ma047621n

upstream raw materials:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

tert-butyl 3-aminopropanoate hydrochloride

Downstream raw materials:

3-((S)-2,6-Bis-benzyloxycarbonylamino-hexanoylamino)-propionic acid

{(S)-5-Benzyloxycarbonylamino-5-[2-(4-vinyl-benzylcarbamoyl)-ethylcarbamoyl]-pentyl}-carbamic acid benzyl ester