(3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one

Base Information

• Chemical Name: (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one
• CAS No.: 1209497-01-7
• Molecular Formula: C₂₅H₃₀O₄Si
• Molecular Weight: 422.596
• Mol file: 1209497-01-7.mol

Synonyms:(3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one

Chemical Property of (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one

There total 4 articles about (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one 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:

C25H32O4Si → (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one (1209497-01-7)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 72h; Molecular sieve;

DOI:10.1002/ejoc.201100062

Reference yield:

(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol (1209497-00-6) → (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one (1209497-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Umicore M₂ / dichloromethane / 70 h / 20 °C / Inert atmosphere; Darkness

2: dipyridinium dichromate / dichloromethane / 72 h / 20 °C / Molecular sieve

With dipyridinium dichromate; In dichloromethane;

DOI:10.1002/ejoc.201100062

Reference yield:

Methyltriphenylphosphonium bromide (1779-49-3) → (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one (1209497-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / 0 °C

1.2: 48 h / 20 °C

2.1: Umicore M₂ / dichloromethane / 70 h / 20 °C / Inert atmosphere; Darkness

3.1: dipyridinium dichromate / dichloromethane / 72 h / 20 °C / Molecular sieve

With dipyridinium dichromate; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 1.1: Wittig reaction / 1.2: Wittig reaction;

DOI:10.1002/ejoc.201100062

upstream raw materials:

(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

Methyltriphenylphosphonium bromide

Downstream raw materials:

(3aR,6aR)-6-(tert-butyldiphenylsiloxymethyl)-2,2,3a-trimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one

C₃₃H₃₈O₆SeSi

(3aS,4S,5R,6S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-6-phenylseleno-5,6,3a,6a-tetrahydro-2,2,4-trimethylcyclopenta[1,3]dioxole-4,5-diol

C₂₆H₃₄O₄Si