(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester
CAS No.:1022975-13-8
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

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Chemical Property of (R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

Chemical Property:

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Technology Process of (R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

There total 2 articles about (R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 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:

: 146398-01-8
(R)-4-hydroxy-2-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

: 1022975-13-8
(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

Guidance literature:: With (COCl₂)2; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at -45 ℃; for 0.5h;
DOI:10.1002/(SICI)1522-2675(19991110)82:11<1960::AID-HLCA1960>3.0.CO;2-2

Reference yield:

: 71449-08-6
(2R)-2-{[(benzyloxy)carbonyl]amino}-4-tert-butoxy-4-oxobutanoic acid

: 1022975-13-8
(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: N-methylmorpholine; isobutyl carbonochloridate; NaBH₄ / tetrahydrofuran / 0.33 h / -78 °C

2: (COCl₂)2; iPr₂EtN / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / -45 °C

With 4-methyl-morpholine; sodium tetrahydroborate; (COCl₂)2; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Reduction / 2: Oxidation;
DOI:10.1002/(SICI)1522-2675(19991110)82:11<1960::AID-HLCA1960>3.0.CO;2-2

Reference yield: 15.0%

: (2-chloro-5-methoxybenzyl)(triphenyl)phosphonium bromide

: 1022975-13-8
(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester

: 1022975-14-9
(Z)-(R)-3-benzyloxycarbonylamino-5-(2-chloro-5-methoxy-phenyl)-pent-4-enoic acid tert-butyl ester

: 1022975-15-0
(E)-(R)-3-benzyloxycarbonylamino-5-(2-chloro-5-methoxy-phenyl)-pent-4-enoic acid tert-butyl ester

Guidance literature:: (2-chloro-5-methoxybenzyl)(triphenyl)phosphonium bromide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2.01667h;

(R)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester; In tetrahydrofuran; at 0 ℃; for 5h;

With water; ammonium chloride; In tetrahydrofuran;