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

Base Information

Chemical Name:(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylthio)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
CAS No.:112741-58-9
Molecular Formula:C₃₀H₂₅NO₄S
Molecular Weight:495.599
Hs Code.:

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

There total 5 articles about (3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylthio)-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: 45.0%

: 108-98-5
thiophenol

: 111934-06-6
(3S,5S,6R)-4-(benzyloxycarbonyl)-3-bromo-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 112741-58-9
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylthio)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja00213a031

Reference yield:

: 23190-16-1
(1R,2S)-2-Amino-1,2-diphenylethanol

: 112741-58-9
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylthio)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 84.3 percent / triethylamine / tetrahydrofuran / 18 h

2: 9.6 g / NaHCO₃ / CH₂Cl₂; H₂O / 12 h

3: 77.9 percent / p-toluenesulfonic acid monohydrate, CaCl₂ / benzene / 8 h / Heating

4: 100 percent / N-bromosuccinimide / CCl₄ / 0.75 h / Heating

5: 45 percent / NaH / tetrahydrofuran / 1 h / 0 °C

With N-Bromosuccinimide; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; calcium chloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; benzene;
DOI:10.1021/ja00213a031

Reference yield:

: 100516-54-9,335159-14-3
(5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

: 112741-58-9
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylthio)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / N-bromosuccinimide / CCl₄ / 0.75 h / Heating

2: 45 percent / NaH / tetrahydrofuran / 1 h / 0 °C

With N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; tetrachloromethane;
DOI:10.1021/ja00213a031