(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

Base Information

Chemical Name:(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
CAS No.:1209497-05-1
Molecular Formula:C₃₂H₄₀O₅SeSi
Molecular Weight:611.712
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 100.0%

: 1309448-36-9
C₃₃H₃₈O₆SeSi

: 1209497-05-1
(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

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 12h;
DOI:10.1002/ejoc.201100062

Reference yield:

: C₂₅H₃₂O₄Si

: 1209497-05-1
(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

Guidance literature:: Multi-step reaction with 4 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

3.1: bromine / dichloromethane / 2 h / 20 °C

3.2: 0.33 h / 20 °C

3.3: 16 h / -78 - -30 °C

4.1: potassium carbonate / methanol / 12 h / 20 °C

With dipyridinium dichromate; bromine; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/ejoc.201100062

Reference yield:

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

: 1209497-05-1
(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

Guidance literature:: Multi-step reaction with 2 steps

1.1: bromine / dichloromethane / 2 h / 20 °C

1.2: 0.33 h / 20 °C

1.3: 16 h / -78 - -30 °C

2.1: potassium carbonate / methanol / 12 h / 20 °C

With bromine; potassium carbonate; In methanol; dichloromethane;
DOI:10.1002/ejoc.201100062