(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

Base Information

Chemical Name:(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide
CAS No.:116500-59-5
Molecular Formula:C₂₀H₂₇NO₂S
Molecular Weight:345.506
Hs Code.:

Synonyms:(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

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Technology Process of (1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

There total 7 articles about (1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide 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: 71.0%

: 116407-55-7
N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbucyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide

: 116407-58-0
(1S,2R)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

: 116500-59-5
(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

Guidance literature:: With n-butyllithium; In tetrahydrofuran; 1.) -78 deg C, 15 min, 2.) 0 deg C, 3 h;
DOI:10.1021/ja00229a038

Reference yield:

: 41719-73-7
(2S)-3-exo-aminoisoborneol

: 116500-59-5
(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 43 percent / triethylamine / tetrahydrofuran / 0 deg C -> room temperature

2: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0 deg C -> room temperature

3: 1.) n-BuLi, 2.) tetrabutylammonium fluoride / 1.) THF, -78 deg C, 10 min; 0 deg C, 3 h, 2.) THF, room temperature, 2 h

With 2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00229a038

Reference yield:

: 92806-66-1
3-(phenylthio)-2-<(phenylthio)methyl>propionic acid

: 116500-59-5
(1R,2S)-N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclohept-3-yl>-2-(phenylthio)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂ / benzene

2: 43 percent / triethylamine / tetrahydrofuran / 0 deg C -> room temperature

3: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0 deg C -> room temperature

4: 1.) n-BuLi, 2.) tetrabutylammonium fluoride / 1.) THF, -78 deg C, 10 min; 0 deg C, 3 h, 2.) THF, room temperature, 2 h

With 2,6-dimethylpyridine; n-butyllithium; thionyl chloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ja00229a038