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

Base Information

Chemical Name:(3S,5R,6S)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
CAS No.:213687-49-1
Molecular Formula:C₂₅H₂₃NO₄
Molecular Weight:401.462
Hs Code.:

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

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

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

There total 1 articles about (3S,5R,6S)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 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: 82.0%

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

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

Guidance literature:: With 18-crown-6 ether; carbon dioxide; potassium hexamethylsilazane; In tetrahydrofuran; 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

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

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.666667h;
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

: 339161-08-9
(2R,3S,5R,6S)-3-methyl-5,6-diphenyl-morpholine-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

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

2: Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

3: 93 percent / BF₃*Et₂O / acetonitrile / 0.5 h / -20 °C

4: 92 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

With dmap; boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja0042332