(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

Base Information

Chemical Name:(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one
CAS No.:112525-28-7
Molecular Formula:C₂₂H₁₈ClNO₃S
Molecular Weight:411.909
Hs Code.:

Synonyms:(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

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Chemical Property of (+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

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Technology Process of (+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

There total 3 articles about (+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-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: 54.0%

: 100-39-0
benzyl bromide

: 156415-92-8
(+)-(2S,3S)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

: 112525-28-7
(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

Guidance literature:: With potassium carbonate; In methanol; water; at 70 ℃; for 1h;
DOI:10.1248/cpb.42.167

Reference yield:

: 23474-98-8
2-amino-5-chlorobenzenethiol

: methyl (+/-)-trans-3-(4-benzyloxyphenyl)glycidate

: (+/-)-trans-(2S,3R)-2-(4'-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-1,5-benzothiazepin-4-[5H]-one

: 112525-28-7
(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

Guidance literature:: With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 60 ℃; for 6.5h; optical yield given as %de; regioselective reaction; Ionic liquid;
DOI:10.1080/00397911.2010.493626

Reference yield:

: 96142-63-1
(+)-(2S,3S)-8-chloro-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-5H-1,5-benzothiazepin-4-one

: 112525-28-7
(+)-(2S,3S)-2-(4-benzyloxyphenyl)-8-chloro-2,3-dihydro-3-hydroxy-2-(4-hydroxyphenyl)-1,5-benzothioazepin-4(5H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 98.2 percent / NaI, TMSCl / acetonitrile / 17 h / 60 °C

2: 54 percent / K₂CO₃ / methanol; H₂O / 1 h / 70 °C

With chloro-trimethyl-silane; potassium carbonate; sodium iodide; In methanol; water; acetonitrile;
DOI:10.1248/cpb.42.167