(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

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Chemical Name:(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene
CAS No.:872315-16-7
Molecular Formula:C₃₇H₇₀O₅Si₂
Molecular Weight:651.131
Hs Code.:

(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

Synonyms:(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

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Chemical Property of (4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

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Technology Process of (4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

There total 2 articles about (4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene 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: 82.0%

: 872315-14-5
(1R,4S)-1-{(S)-2-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexyl]-1-methoxymethoxy-ethyl}-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-2-enol

: 872315-16-7
(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

Guidance literature:: With 2,3,5-trimethyl-pyridine; trimethylsilyl trifluoromethanesulfonate; In toluene; at -30 - 0 ℃; for 2h;
DOI:10.1016/j.tetasy.2005.09.012

Reference yield:

: [(1S,2S,3S)-3-tert-Butoxy-2-((R)-2-methoxymethoxy-2-tributylstannanyl-ethyl)-2-methyl-6-methylene-cyclohexylmethoxy]-tert-butyl-dimethyl-silane

: 872315-16-7
(4S,5R,8S)-4-[(1S,2S,6S)-6-tert-Butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexylmethyl]-8-(tert-butyl-dimethyl-silanyloxy)-6,10,10-trimethyl-1,3-dioxa-spiro[4.5]dec-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C

1.2: tetrahydrofuran / 0.33 h / -78 °C

2.1: 82 percent / trimethylsilyl triflate; collidine / toluene / 2 h / -30 - 0 °C

With 2,3,5-trimethyl-pyridine; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; toluene; 1.1: Still transmetallation;
DOI:10.1016/j.tetasy.2005.09.012