(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

Base Information

Chemical Name:(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester
CAS No.:1017624-85-9
Molecular Formula:C₂₄H₃₁NO₄
Molecular Weight:397.514
Hs Code.:

Synonyms:(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

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Chemical Property of (R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

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Technology Process of (R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

There total 23 articles about (R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic 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: 100.0%

: 368870-65-9
(2S,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoic acid

: 100-39-0
benzyl bromide

: 1017624-85-9
(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 16h; Heating;
DOI:10.1021/jm701321p

Reference yield: 99.0%

: (3S,5R)-tert-butyl 5-benzyl-3-methyl-2-oxopyrrolidine-1-carboxylate

: 100-39-0
benzyl bromide

: 1017624-85-9
(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

Guidance literature:: (3S,5R)-tert-butyl 5-benzyl-3-methyl-2-oxopyrrolidine-1-carboxylate; With lithium hydroxide; Inert atmosphere;

benzyl bromide; With 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/acs.joc.1c01798

Reference yield:

: 796039-47-9
(1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester

: 1017624-85-9
(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: dipyridinium dichromate / N,N-dimethyl-formamide / 24 h / 20 °C

2: lithium hydroxide monohydrate; dihydrogen peroxide / water; tetrahydrofuran / 20 °C

3: sodium hydrogencarbonate / dimethyl sulfoxide / 24 h

With dipyridinium dichromate; lithium hydroxide monohydrate; dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2016.08.038