(1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane

Base Information

• Chemical Name: (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane
• CAS No.: 145920-52-1
• Molecular Formula: C₂₁H₂₈O₂Si
• Molecular Weight: 340.538
• Mol file: 145920-52-1.mol

Synonyms:(1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane

Chemical Property of (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane

There total 18 articles about (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane 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: 92.0%

(1S,2R,3S,4R,5R,6R)-5-Bromo-6-[(1S,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethoxy]-2-methyl-3-phenyl-bicyclo[2.2.1]heptane-2-carbaldehyde (816455-17-1) → (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane (145920-52-1)

Guidance literature:

(1S,2R,3S,4R,5R,6R)-5-Bromo-6-[(1S,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethoxy]-2-methyl-3-phenyl-bicyclo[2.2.1]heptane-2-carbaldehyde; With zinc trifluoromethanesulfonate; In N,N-dimethyl acetamide; at 40 ℃; for 0.5h;

With zinc; In N,N-dimethyl acetamide; at 70 ℃; for 5h;

DOI:10.1002/chem.200400444

Reference yield: 91.0%

diiodomethane (75-11-6) + (Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol (87770-83-0) → (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane (145920-52-1)

Guidance literature:

diiodomethane; With diethylzinc; In 1,2-dimethoxyethane; dichloromethane; at -10 ℃; for 1.41667h;

(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol; In 1,2-dimethoxyethane; dichloromethane; at 23 ℃; for 13h;

With sodium hydroxide; dihydrogen peroxide; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1021/ja076165q

Reference yield: 91.0%

C26H36O3Si (1451195-51-9) → (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethylcyclopropane (145920-52-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 60 ℃;

DOI:10.1271/bbb.130243

upstream raw materials:

bis(iodomethyl)zinc

(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

(1R,2S)-2-(tert-butyldiphenylsilyloxy)methyl-1-hydroxymethyl-1-phenylsulfonylcyclopropane

(1S,2R,3S,4R,5R,6R)-5-Bromo-6-[(1S,2R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropylmethoxy]-2-methyl-3-phenyl-bicyclo[2.2.1]heptane-2-carbaldehyde

Downstream raw materials:

(1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane

C₁₆H₂₂O₂S

C₄₀H₆₄O₆SSi

C₄₀H₆₂O₆SSi