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

Base Information

Chemical Name:phenylmethyl (4R)-4-[(1R)-1-(acetyloxy)ethyl]-6-oxo-1,3-oxazinane-3-carboxylate
CAS No.:922705-39-3
Molecular Formula:C₁₆H₁₉NO₆
Molecular Weight:321.33
Hs Code.:

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

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Chemical Property of phenylmethyl (4R)-4-[(1R)-1-(acetyloxy)ethyl]-6-oxo-1,3-oxazinane-3-carboxylate

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Technology Process of phenylmethyl (4R)-4-[(1R)-1-(acetyloxy)ethyl]-6-oxo-1,3-oxazinane-3-carboxylate

There total 3 articles about phenylmethyl (4R)-4-[(1R)-1-(acetyloxy)ethyl]-6-oxo-1,3-oxazinane-3-carboxylate 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: 43.0%

: 922705-27-9
(3R,4R)-4-(acetyloxy)-3-({[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

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

Guidance literature:: camphor-10-sulfonic acid; acetic acid; In toluene; at 90 ℃;
DOI:10.1002/hlca.200690235

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With 4-methyl-morpholine; chloroformic acid ethyl ester; camphor-10-sulfonic acid; silver trifluoroacetate; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; toluene; 2.1: 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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