Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester
• CAS No.: 92934-92-4
• Molecular Formula: C₂₅H₃₅NO₅S
• Molecular Weight: 461.623
• Mol file: 92934-92-4.mol

Synonyms:Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester

Chemical Property of Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester

There total 10 articles about Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester 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: 86.0%

((R)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester (92803-69-5,92934-87-7) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((R)-1-phenyl-ethylcarbamoyloxy)-heptyl ester (92803-70-8,92934-92-4)

Guidance literature:

With triethylamine; In dichloromethane; 0 -> 25 deg C;

DOI:10.1139/v84-267

Reference yield: 86.0%

((S)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester (92934-87-7) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((S)-1-phenyl-ethylcarbamoyloxy)-heptyl ester (92934-92-4)

Guidance literature:

With triethylamine; In dichloromethane; for 20h; Ambient temperature;

Reference yield:

(S)-2-[(1S,3R)-2,2-Dibromo-3-((R)-2-hydroxy-1-methyl-ethyl)-cyclopropyl]-propan-1-ol (92803-65-1) → Toluene-4-sulfonic acid (2R,6S)-2,6-dimethyl-7-((R)-1-phenyl-ethylcarbamoyloxy)-heptyl ester (92803-70-8,92934-92-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / triethylamine / CH₂Cl₂ / 10 h

2: 1.) n-BuLi / 1.) ether; 2.) THF, -78 deg C, 30 min

3: 99 percent / methyllithium / diethyl ether / -35 °C

4: H₂ / PtO₂ / methanol

5: 86 percent / (C₂H₅)3N / CH₂Cl₂ / 0 -> 25 deg C

With n-butyllithium; methyllithium; hydrogen; triethylamine; platinum(IV) oxide; In methanol; diethyl ether; dichloromethane;

DOI:10.1139/v84-267

upstream raw materials:

((R)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester

p-toluenesulfonyl chloride

(S)-2-[(1S,3R)-2,2-Dibromo-3-((R)-2-hydroxy-1-methyl-ethyl)-cyclopropyl]-propan-1-ol

(1R,2R,8S,9S)-10,10-Dibromo-2,8-dimethyl-4,6-dioxa-bicyclo[7.1.0]decan-5-one

Downstream raw materials:

(2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate

(S)-Methoxy-phenyl-acetic acid (2S,6S)-2,6,10-trimethyl-undecyl ester

Toluene-4-sulfonic acid (2R,6S)-7-hydroxy-2,6-dimethyl-heptyl ester