((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane
CAS No.:892867-40-2
Molecular Formula:C₄₅H₅₈O₃Si
Molecular Weight:675.039
Hs Code.:

Synonyms:((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

There total 5 articles about ((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane 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:

: (2S,3S,4R)-5-Benzyloxy-4-cyclohex-1-enyl-3,4-dimethyl-1-trityloxy-pentan-2-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 892867-40-2
((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 65 ℃; for 20h;
DOI:10.1016/j.tetlet.2006.03.078

Reference yield:

: (3S,4S,5S)-3,4-Dimethyl-5-trityloxymethyl-dihydro-furan-2-one

: 892867-40-2
((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

1.2: 91 percent / SOCl₂; pyridine / 1 h / 0 °C

2.1: LiBH₄ / tetrahydrofuran / 38 h / 65 °C

3.1: K₂CO₃; 18-crown-6-ether / acetonitrile / 8 h / 50 °C

4.1: DBU / acetonitrile / 20 h / 65 °C

With lithium borohydride; 18-crown-6 ether; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tetlet.2006.03.078

Reference yield:

: 892867-38-8
(3R,4S,5S)-3-Cyclohex-1-enyl-3,4-dimethyl-5-trityloxymethyl-dihydro-furan-2-one

: 892867-40-2
((1S,2S,3R)-4-Benzyloxy-3-cyclohex-1-enyl-2,3-dimethyl-1-trityloxymethyl-butoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: LiBH₄ / tetrahydrofuran / 38 h / 65 °C

2: K₂CO₃; 18-crown-6-ether / acetonitrile / 8 h / 50 °C

3: DBU / acetonitrile / 20 h / 65 °C

With lithium borohydride; 18-crown-6 ether; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tetlet.2006.03.078