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

Base Information

Chemical Name:(3R,4R)-4-(acetyloxy)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid
CAS No.:922705-60-0
Molecular Formula:C₁₆H₂₁NO₆
Molecular Weight:323.346
Hs Code.:

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

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Chemical Property of (3R,4R)-4-(acetyloxy)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid

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Technology Process of (3R,4R)-4-(acetyloxy)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid

There total 7 articles about (3R,4R)-4-(acetyloxy)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid 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: 90.0%

: 922705-75-7
(1R,2S)-4-diazo-1-methyl-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-3-oxobutyl acetate

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

Guidance literature:: With silver trifluoroacetate; In 1,4-dioxane; water; for 0.5h; sonication;
DOI:10.1002/hlca.200690235

Reference yield: 50.0%

: 922705-39-3
phenylmethyl (4R)-4-[(1R)-1-(acetyloxy)ethyl]-6-oxo-1,3-oxazinane-3-carboxylate

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

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane;
DOI:10.1002/hlca.200690235

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: ClCOOEt; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

1.2: 76 percent / tetrahydrofuran; CH₂Cl₂ / -15 - 20 °C

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

3.1: 43 percent / CSA; AcOH / toluene / 90 °C

4.1: 50 percent / Et₃SiH; CF₃COOH / CH₂Cl₂

With 4-methyl-morpholine; triethylsilane; chloroformic acid ethyl ester; trifluoroacetic acid; camphor-10-sulfonic acid; silver trifluoroacetate; acetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; 2.1: Wolff rearrangement;
DOI:10.1002/hlca.200690235