benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

Base Information

Chemical Name:benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate
CAS No.:1209497-03-9
Molecular Formula:C₃₄H₄₀O₆Si
Molecular Weight:572.774
Hs Code.:

Synonyms:benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

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Chemical Property of benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

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Technology Process of benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

There total 5 articles about benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate 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: 74.0%

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

: 917-54-4
methyllithium

: 501-53-1,94274-21-2
benzyl chloroformate

: 1209497-03-9
benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

Guidance literature:: (3aR,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one; methyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

benzyl chloroformate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/ejoc.201100062

Reference yield:

: 1209497-00-6
(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

: 1209497-03-9
benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / 20 °C

With dipyridinium dichromate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100062

Reference yield:

: C₂₅H₃₂O₄Si

: 1209497-03-9
benzyl [(3aR,4S,6aS)-6a-(tert-butyldiphenylsiloxymethyl)-3a,6a-dihydro-2,2,4-trimethylcyclopenta[1,3]dioxol-4-yl] carbonate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: tetrahydrofuran / 0.5 h / -78 °C

2.2: 2 h / 20 °C

With dipyridinium dichromate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100062