(R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester

Base Information

• Chemical Name: (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester
• CAS No.: 306773-80-8
• Molecular Formula: C₁₅H₂₂N₂O₅
• Molecular Weight: 310.35
• Mol file: 306773-80-8.mol

Synonyms:(R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester

Chemical Property of (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester

There total 2 articles about (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl 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: 82.0%

(R)-4-benzyloxycarbonylamino-3-tert-butoxycarbonyl-2-oxazolidone (306773-79-5) → (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester (306773-80-8,306773-86-4)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; methanol; at -40 ℃; for 0.666667h;

DOI:10.1021/jo000736e

Reference yield:

(S)-4-benzyloxycarbonylamino-2-oxazolidone (7705-88-6) → (R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester (306773-80-8,306773-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / DMAP; Et₃N / tetrahydrofuran / 5 - 10 °C

2: 82 percent / benzyltrimethylammonium hydroxide / methanol; tetrahydrofuran / 0.67 h / -40 °C

With dmap; N-benzyl-trimethylammonium hydroxide; triethylamine; In tetrahydrofuran; methanol; 1: t-butyloxycarbonylation / 2: Ring cleavage;

DOI:10.1021/jo000736e

Reference yield: 59.0%

(R)-2-hydroxy-1-tert-butoxycarbonylaminoethylcarbamic acid benzyl ester (306773-80-8,306773-86-4) → (R)-benzyloxycarbonylamino-tert-butoxycarbonylaminoacetic acid (306773-81-9)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1021/jo000736e

upstream raw materials:

(R)-4-benzyloxycarbonylamino-3-tert-butoxycarbonyl-2-oxazolidone

(S)-4-benzyloxycarbonylamino-2-oxazolidone

Downstream raw materials:

(R)-benzyloxycarbonylamino-tert-butoxycarbonylaminoacetic acid