{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

Base Information

Chemical Name:{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate
CAS No.:1350734-45-0
Molecular Formula:C₁₈H₂₅NO₄S
Molecular Weight:351.467
Hs Code.:

Synonyms:{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

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Chemical Property of {(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

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Technology Process of {(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

There total 8 articles about {(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate 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:

: 98-91-9
thiobenzoic acid

: 1350636-88-2
(1R,3R,6S)-(7-oxabicyclo[4.1.0]hept-3-yl)carbamic acid tert-butyl ester

: 1350636-89-3
{(1R,2R,4R)-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclohexyl}phenyl thioformate

: 1350734-45-0
{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

Guidance literature:: tetrabutyl-ammonium chloride; In toluene; at 30 - 45 ℃; for 4h; Product distribution / selectivity; Industry scale;

Reference yield:

: 5709-98-8
(R)-cyclohex-3-enecarboxylic acid

: 1350636-89-3
{(1R,2R,4R)-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclohexyl}phenyl thioformate

: 1350734-45-0
{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; diphenyl phosphoryl azide / toluene / 95 °C / Reflux

1.2: 0.67 h / 80 - 100 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.5 h / 15 - 40 °C / Industry scale

3.1: tetrabutyl-ammonium chloride / toluene / 4 h / 30 - 45 °C / Industry scale

With diphenyl phosphoryl azide; triethylamine; 3-chloro-benzenecarboperoxoic acid; tetrabutyl-ammonium chloride; In dichloromethane; toluene; 1.1: Curtius Rearrangement;

Reference yield:

: 4771-80-6
1,2,5,6-tetrahydrobenzoic acid

: 1350636-89-3
{(1R,2R,4R)-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclohexyl}phenyl thioformate

: 1350734-45-0
{(1S,2S,5S)-5-[(tert-butoxycarbonyl)-amino]-2-hydroxy-cyclohexyl} benzenecarbothioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetone / 0.42 h / 55 - 60 °C / Industry scale

2.1: hydrogenchloride / water; tert-butyl methyl ether / 20 - 25 °C

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 95 °C / Reflux

3.2: 0.67 h / 80 - 100 °C

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3.5 h / 15 - 40 °C / Industry scale

5.1: tetrabutyl-ammonium chloride / toluene / 4 h / 30 - 45 °C / Industry scale

With hydrogenchloride; diphenyl phosphoryl azide; triethylamine; 3-chloro-benzenecarboperoxoic acid; tetrabutyl-ammonium chloride; In dichloromethane; tert-butyl methyl ether; water; acetone; toluene; 3.1: Curtius Rearrangement;