(2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

Base Information

Chemical Name:(2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane
CAS No.:1613582-64-1
Molecular Formula:C₂₅H₂₇NO₂S₂
Molecular Weight:437.627
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

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Technology Process of (2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

There total 5 articles about (2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane 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:

: (E)-N-(4-toluenesulfonyl)-6-phenylpent-5-enylamine

: 14204-27-4
N-phenylthiophthalimide

: 1613582-64-1
(2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

: (2R,3S)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

Guidance literature:: With methanesulfonic acid; (S)-4-(diisopropylamino)-3,5-dimethyl-4,5-dihydro-3H-dinaphtho[2,1-d:1’,2’-f][1,3,2]diazaphosphepine-4-selenide; In dichloromethane; at 0 ℃; for 36h; Overall yield = 84 %; Overall yield = 368 mg; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1021/ja5046296

Reference yield:

: 14204-27-4
N-phenylthiophthalimide

: C₁₉H₂₃NO₂S

: 1613582-64-1
(2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

: (2R,3S)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

Guidance literature:: With methanesulfonic acid; (R)-4-(diisopropylamino)-3,5-dimethyl-4,5-dihydro-3H-dinaphtho[2,1-d:1’,2’-f][1,3,2]diazaphosphepine-4-selenide; In dichloromethane; at 0 ℃; for 36h; Overall yield = 84 percent; enantioselective reaction;
DOI:10.15227/orgsyn.096.0400

Reference yield:

: 13159-16-5
(E)-5-phenyl-4-penten-1-ol

: 1613582-64-1
(2S,3R)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

: (2R,3S)-N-(4-toluenesulfonyl)-2-phenyl-3-(phenylthio)azepane

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C / Schlenk technique; Inert atmosphere

2.1: N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere; Schlenk technique

3.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

3.2: 8 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

4.1: methanesulfonic acid; (S)-4-(diisopropylamino)-3,5-dimethyl-4,5-dihydro-3H-dinaphtho[2,1-d:1’,2’-f][1,3,2]diazaphosphepine-4-selenide / dichloromethane / 36 h / 0 °C / Inert atmosphere; Schlenk technique

With lithium aluminium tetrahydride; methanesulfonic acid; (S)-4-(diisopropylamino)-3,5-dimethyl-4,5-dihydro-3H-dinaphtho[2,1-d:1’,2’-f][1,3,2]diazaphosphepine-4-selenide; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja5046296