(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

Base Information

Chemical Name:(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate
CAS No.:922705-24-6
Molecular Formula:C₁₅H₁₇N₃O₅
Molecular Weight:319.317
Hs Code.:

Synonyms:(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

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Chemical Property of (1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

Chemical Property:

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Technology Process of (1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

There total 1 articles about (1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate 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: 76.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 22839-46-9
(2S,3R)-3-acetoxy-2-((benzyloxycarbonyl)amino)-butanoic acid

: 922705-24-6
(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

Guidance literature:: (2S,3R)-3-acetoxy-2-((benzyloxycarbonyl)amino)-butanoic acid; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at -15 ℃; for 0.25h;

diazomethane; In tetrahydrofuran; dichloromethane; at -15 - 20 ℃;
DOI:10.1002/hlca.200690235

Reference yield:

: 922705-24-6
(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

: 922705-60-0
(3R,4R)-4-(acetyloxy)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

2: 43 percent / CSA; AcOH / toluene / 90 °C

3: 50 percent / Et₃SiH; CF₃COOH / CH₂Cl₂

With triethylsilane; trifluoroacetic acid; camphor-10-sulfonic acid; silver trifluoroacetate; acetic acid; In 1,4-dioxane; dichloromethane; water; toluene; 1: Wolff rearrangement;
DOI:10.1002/hlca.200690235

Reference yield:

: 922705-24-6
(1R,2S)-4-diazo-1-methyl-3-oxo-2-({[(phenylmethyl)oxy]carbonyl}amino)butyl acetate

: 4-acetoxy-3-(benzyloxycarbonyl-methyl-amino)-pentanoic acid; compound with tert-butylamine

Guidance literature:: Multi-step reaction with 4 steps

1: CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

2: 43 percent / CSA; AcOH / toluene / 90 °C

3: 50 percent / Et₃SiH; CF₃COOH / CH₂Cl₂

4: diethyl ether

With triethylsilane; trifluoroacetic acid; camphor-10-sulfonic acid; silver trifluoroacetate; acetic acid; In 1,4-dioxane; diethyl ether; dichloromethane; water; toluene; 1: Wolff rearrangement;
DOI:10.1002/hlca.200690235