(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

Base Information

Chemical Name:(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine
CAS No.:213687-55-9
Molecular Formula:C₂₇H₂₇NO₅
Molecular Weight:445.515
Hs Code.:

Synonyms:(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

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Chemical Property of (3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

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Technology Process of (3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

There total 3 articles about (3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine 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:

: 108-24-7
acetic anhydride

: (3S,5R,6S)-2-Hydroxy-3-methyl-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 213687-55-9
(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/ja0042332

Reference yield:

: (3R,5R,6S)-4-benzyloxycarbonyl-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 213687-55-9
(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / KN(SiMe₃)2; 18-crown-6; CO₂ / tetrahydrofuran; toluene

2: DIBAL-H / CH₂Cl₂; toluene / 0.67 h / -78 °C

3: Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

With dmap; 18-crown-6 ether; carbon dioxide; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja0042332

Reference yield:

: 213687-49-1
(3S,5R,6S)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 213687-55-9
(3S,5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazine

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL-H / CH₂Cl₂; toluene / 0.67 h / -78 °C

2: Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ja0042332