(1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane

Base Information

• Chemical Name: (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane
• CAS No.: 133494-63-0
• Molecular Formula: C₂₅H₃₄O₃Si
• Molecular Weight: 410.629
• Mol file: 133494-63-0.mol

Synonyms:(1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane

Chemical Property of (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane

There total 4 articles about (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane 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: 91.0%

cis-(1R,2S)-1-butyryloxymethyl-2-hydroxymethylcyclopropane (133494-56-1) + tert-butylchlorodiphenylsilane (58479-61-1) → (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane (133494-63-0)

Guidance literature:

With dmap; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86378-X

Reference yield:

dimethyl cis-cyclopropane-1,2-dicarboxylate (826-34-6) → (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane (133494-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LAH / diethyl ether / 0.5 h / 0 °C

2: DMAP, TEA / CH₂Cl₂ / 1 h / Ambient temperature

3: 1M NaOH / ethane-1,2-diol; H₂O / 3 °C / lipase (PPL)

4: 91 percent / DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; sodium hydroxide; lithium aluminium tetrahydride; TEA; In diethyl ether; dichloromethane; water; ethylene glycol;

DOI:10.1016/S0040-4020(01)86378-X

Reference yield:

((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol (2345-68-8,192056-11-4) → (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane (133494-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP, TEA / CH₂Cl₂ / 1 h / Ambient temperature

2: 1M NaOH / ethane-1,2-diol; H₂O / 3 °C / lipase (PPL)

3: 91 percent / DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; sodium hydroxide; TEA; In dichloromethane; water; ethylene glycol;

DOI:10.1016/S0040-4020(01)86378-X

upstream raw materials:

cis-(1R,2S)-1-butyryloxymethyl-2-hydroxymethylcyclopropane

tert-butylchlorodiphenylsilane

((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol

dimethyl cis-cyclopropane-1,2-dicarboxylate

Downstream raw materials:

(1S,2R)-1-<methyl>-2-(hydroxymethyl)cyclopropane

(1R,2S)-1-acetoxymethyl-2-tert-butyldiphenylsilyloxymethylcyclopropane