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

Base Information

Chemical Name:(3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxo-6-[(phenylmethyl)oxy]hexanoic acid
CAS No.:922705-89-3
Molecular Formula:C₂₂H₂₅NO₆
Molecular Weight:399.444
Hs Code.:

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

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

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

There total 5 articles about (3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxo-6-[(phenylmethyl)oxy]hexanoic 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: 69.0%

: 922705-86-0
phenylmethyl (4S)-6-diazo-4-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-5-oxohexanoate

: 922705-89-3
(3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxo-6-[(phenylmethyl)oxy]hexanoic acid

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

Reference yield:

: 922705-83-7
phenylmethyl (4S)-5-oxo-4-{3-oxo-3-[(phenylmethyl)oxy]propyl}-1,3-oxazolidine-3-carboxylate

: 922705-89-3
(3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxo-6-[(phenylmethyl)oxy]hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / Et₃SiH; TFA / CH₂Cl₂

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

2.2: 70 percent / tetrahydrofuran; CH₂Cl₂ / -15 - 20 °C

3.1: 69 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

Reference yield:

: 922705-84-8
(2S)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-5-oxo-5-[(phenylmethyl)oxy]pentanoic acid

: 922705-89-3
(3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-6-oxo-6-[(phenylmethyl)oxy]hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 70 percent / tetrahydrofuran; CH₂Cl₂ / -15 - 20 °C

2.1: 69 percent / CF₃COOAg / dioxane; H₂O / 0.5 h / sonication

With 4-methyl-morpholine; chloroformic acid ethyl ester; silver trifluoroacetate; In tetrahydrofuran; 1,4-dioxane; water; 2.1: Wolff rearrangement;
DOI:10.1002/hlca.200690235