tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate
• CAS No.: 1315158-29-2
• Molecular Formula: C₂₉H₄₁NO₄Si
• Molecular Weight: 495.734
• Mol file: 1315158-29-2.mol

Synonyms:tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property of tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate

There total 1 articles about tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate 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: 98.0%

tert-butyl (S)-4-((R)-1-hydroxyallyl)-2,2-dimethyloxazolidine-3-carboxylate (114301-34-7,114301-35-8,117487-60-2,122709-37-9,117487-58-8) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate (1315158-29-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2011.05.103

Reference yield: 98.0%

tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate (1315158-29-2) → tert-butyl (2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-hydroxypent-4-en-2-ylcarbamate (1020409-56-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 2h;

DOI:10.1055/s-0032-1317962

Reference yield:

tert-butyl (S)-4-[(R)-1-(tert-butyldiphenylsilyloxy)allyl]-2,2-dimethyloxazolidine-3-carboxylate (1315158-29-2) → tert-butyl (2R,3R)-3-(tert-butyldiphenylsilyloxy)-1-oxopent-4-en-2-ylcarbamate (1315158-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

With Dess-Martin periodane; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2011.05.103

upstream raw materials:

tert-butyl (S)-4-((R)-1-hydroxyallyl)-2,2-dimethyloxazolidine-3-carboxylate

tert-butylchlorodiphenylsilane

Downstream raw materials:

tert-butyl (2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-hydroxypent-4-en-2-ylcarbamate

C₂₆H₃₅NO₄Si

C₂₈H₃₉NO₄Si

C₂₈H₃₉NO₄Si