(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane

Base Information

• Chemical Name: (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane
• CAS No.: 534585-42-7
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.549
• Mol file: 534585-42-7.mol

Synonyms:(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane

Chemical Property of (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane

There total 1 articles about (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane 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: 84.0%

methylmagnesium bromide (75-16-1) + (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane (408348-34-5) → (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane (534585-42-7)

Guidance literature:

methylmagnesium bromide; (1S,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane; In tetrahydrofuran; at 20 ℃; for 5h;

With dipyridinium dichromate; 5A molecular sieve; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo030019v

Reference yield: 99.0%

(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane (534585-42-7) → (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(R)-1-hydroxyethyl]cyclopropane

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/jo030019v

Reference yield:

(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(1-ethanoyl)cyclopropane (534585-42-7) → (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxyethyl]cyclopropane (534585-11-0) + (1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(R)-1-hydroxyethyl]cyclopropane

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/jo030019v

upstream raw materials:

methylmagnesium bromide

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

Downstream raw materials:

(1S,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxyethyl]cyclopropane