(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

Base Information

Chemical Name:(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid
CAS No.:914939-83-6
Molecular Formula:C₂₉H₃₂N₂O₅
Molecular Weight:488.583
Hs Code.:

Synonyms:(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

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Chemical Property of (3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

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Technology Process of (3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

There total 6 articles about (3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic 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: 85.0%

: 914939-82-5
phenylmethyl {(1S)-4-[bis(phenylmethyl)amino]-1-(diazoacetyl)-4-oxobutyl}methylcarbamate

: 914939-83-6
(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

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

Reference yield:

: 58456-26-1
(S)-4-<2'-(Chloroformyl)ethyl>-5-oxooxazolidin-3-carbonsaeure-benzylester

: 914939-83-6
(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 0 - 20 °C

2.1: 90 percent / Et₃SiH; TFA / CH₂Cl₂

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

3.2: 65 percent / tetrahydrofuran; CH₂Cl₂

4.1: 85 percent / CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

With 4-methyl-morpholine; triethylsilane; chloroformic acid ethyl ester; trifluoroacetic acid; silver trifluoroacetate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 4.1: Wolff rearrangement;
DOI:10.1002/hlca.200690235

Reference yield:

: 203585-49-3
phenylmethyl (4S)-4-{3-[bis(phenylmethyl)amino]-3-oxopropyl}-5-oxo-1,3-oxazolidine-3-carboxylate

: 914939-83-6
(3S)-6-[bis(phenylmethyl)amino]-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxohexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃SiH; TFA / CH₂Cl₂

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

2.2: 65 percent / tetrahydrofuran; CH₂Cl₂

3.1: 85 percent / CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

With 4-methyl-morpholine; triethylsilane; chloroformic acid ethyl ester; trifluoroacetic acid; silver trifluoroacetate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3.1: Wolff rearrangement;
DOI:10.1002/hlca.200690235