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

Base Information

Chemical Name:(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-iodo)benzyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
CAS No.:690254-40-1
Molecular Formula:C₃₂H₂₈INO₄
Molecular Weight:617.483
Hs Code.:

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

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

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

There total 1 articles about (3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-iodo)benzyl-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: 86.0%

: 16004-15-2
1-bromomethyl-4-iodobenzene

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

: 690254-40-1
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-iodo)benzyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Guidance literature:: (5S,6R)-3-Methyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.0833333h;

1-bromomethyl-4-iodobenzene; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1016/j.tet.2004.02.005

Reference yield: 74.0%

: 762-04-9
phosphonic acid diethyl ester

: 690254-40-1
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-iodo)benzyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 690254-41-2
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-diethylphosphono)benzyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 90 ℃; for 6h;
DOI:10.1016/j.tet.2004.02.005

Reference yield:

: 690254-40-1
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(4-iodo)benzyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: (S)-2-Amino-3-[4-(diethoxy-phosphoryl)-phenyl]-2-methyl-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / Et₃N; Pd(PPh₃)4 / toluene / 6 h / 90 °C

2: H₂ / Pd/C / tetrahydrofuran; ethanol

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; toluene;
DOI:10.1016/j.tet.2004.02.005