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

Base Information

• Chemical Name: ((S)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester
• CAS No.: 92934-87-7
• Molecular Formula: C₁₈H₂₉NO₃
• Molecular Weight: 307.433
• Mol file: 92934-87-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about ((S)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-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: 97.0%

((S)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-hepta-3,4-dienyl ester (92803-68-4) → ((S)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester (92934-87-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 24h; Ambient temperature;

Reference yield:

((S)-1-Phenyl-ethyl)-carbamic acid (2R,6S)-7-hydroxy-2,6-dimethyl-hepta-3,4-dienyl ester (92803-68-4) → ((R)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester (92803-69-5,92934-87-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol;

DOI:10.1139/v84-267

Reference yield:

(S)-2-[(1S,3R)-2,2-Dibromo-3-((R)-2-hydroxy-1-methyl-ethyl)-cyclopropyl]-propan-1-ol (92803-65-1) → ((R)-1-Phenyl-ethyl)-carbamic acid (2S,6R)-7-hydroxy-2,6-dimethyl-heptyl ester (92803-69-5,92934-87-7)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1139/v84-267

upstream raw materials:

((S)-1-Phenyl-ethyl)-carbamic acid (2R,6S)-7-hydroxy-2,6-dimethyl-hepta-3,4-dienyl ester

(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

((S)-1-Phenyl-ethyl)-carbamic acid (R)-2-[(1S,3R)-2,2-dibromo-3-((S)-2-hydroxy-1-methyl-ethyl)-cyclopropyl]-propyl ester

Downstream raw materials:

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

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

(2S,6R)-1-(tosyloxy)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethylheptane

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