[(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol

Base Information

• Chemical Name: [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol
• CAS No.: 153778-60-0
• Molecular Formula: C₂₃H₃₀O₂Si
• Molecular Weight: 366.576
• Mol file: 153778-60-0.mol

Synonyms:[(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol

Chemical Property of [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol

There total 1 articles about [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol 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: 81.0%

C29H44O2Si2 (153778-51-9) → [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol (153778-60-0)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1039/c39930001332

Reference yield: 91.0%

methanesulfonyl chloride (124-63-0) + [(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol (153778-60-0) → Methanesulfonic acid (1S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-cyclohex-2-enylmethyl ester (153778-61-1)

Guidance literature:

With pyridine;

DOI:10.1039/c39930001332

Reference yield:

[(1S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-methanol (153778-60-0) → (S)-2-Acetylamino-3-((1R,4R)-4-hydroxy-cyclohex-2-enyl)-propionic acid methyl ester (153778-57-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / pyridine

2: 93 percent / NaI / acetone / 18 h / Heating

3: 1.) n-BuLi, 2.) CuCN, 3.) 1,3-dimethyl-3,4,5,6-tetrahydropyrimidin-2(1H)-one (DMPU)

4: 0.25 M HCl / acetonitrile / 2 h / Ambient temperature

5: pyridine / 3 h / Ambient temperature

6: NH₄F / methanol / 18 h / 50 °C

With pyridine; hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; ammonium fluoride; n-butyllithium; sodium iodide; In methanol; acetone; acetonitrile;

DOI:10.1039/c39930001332

upstream raw materials:

C₂₉H₄₄O₂Si₂

Downstream raw materials:

Methanesulfonic acid (1S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-cyclohex-2-enylmethyl ester

(S)-2-Acetylamino-3-((1R,4R)-4-hydroxy-cyclohex-2-enyl)-propionic acid methyl ester

tert-Butyl-((1R,4S)-4-iodomethyl-cyclohex-2-enyloxy)-diphenyl-silane

(S)-2-Acetylamino-3-[(1R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-cyclohex-2-enyl]-propionic acid methyl ester