N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide

Base Information

• Chemical Name: N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide
• CAS No.: 116407-56-8
• Molecular Formula: C₃₂H₄₇NO₂S₂Si
• Molecular Weight: 569.948
• Mol file: 116407-56-8.mol

Synonyms:N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide

Chemical Property of N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide

There total 4 articles about N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide 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: 97.0%

t-butyldimethylsiyl triflate (69739-34-0) + N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbucyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide (116407-55-7) → N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide (116407-56-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; 0 deg C -> room temperature;

DOI:10.1021/ja00229a038

Reference yield:

(2S)-3-exo-aminoisoborneol (41719-73-7) → N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide (116407-56-8)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 2,6-dimethylpyridine; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00229a038

Reference yield:

3-(phenylthio)-2-<(phenylthio)methyl>propionic acid (92806-66-1) → N-<(1R,2S,3R,4S)-2-<(tert-butyldimethylsilyl)oxy>-1,7,7-trimethyl-bicyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide (116407-56-8)

Guidance literature:

Multi-step reaction with 3 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

With 2,6-dimethylpyridine; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/ja00229a038

upstream raw materials:

t-butyldimethylsiyl triflate

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

(2S)-3-exo-aminoisoborneol

3-(phenylthio)-2-<(phenylthio)methyl>propionic acid

Downstream raw materials:

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

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

(1S,2R)-2-(phenylthio)cyclopropanecarboxylic acid

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