(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

Base Information

Chemical Name:(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene
CAS No.:134458-38-1
Molecular Formula:C₄₁H₄₈O₂Si₂
Molecular Weight:629.002
Hs Code.:

Synonyms:(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

Suppliers and Price of (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

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Technology Process of (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

There total 5 articles about (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-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: 84.0%

: 134458-42-7
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-(2,2-dibromoethenyl)-2-2-methylcyclohex-1-ene

: 134458-38-1
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: With n-butyllithium; In diethyl ether; hexane; 1.) -78 deg C, 10 min, 2.) 1 h;
DOI:10.1021/ja00018a038

Reference yield:

: 115540-14-2,146728-49-6
(1S,2R,4S,6S)-2,4-diacetoxy-2-ethynyl-1-methyl-7-oxabicyclo<4.1.0>heptane

: 134458-38-1
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 1,2-diiodoethane, samarium, Pd(PPh₃)4, 2.) 0.2 M sodium methoxide / 1.) THF, RT, 8 h, 2.) methanol, 0 deg C, 4 h

2: 14.6 g / imidazole / dimethylformamide / 16 h / Ambient temperature

With 1H-imidazole; samarium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,2-Diiodoethane; sodium methylate; In N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038

Reference yield:

: 134485-15-7
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethenyl-2-methylcyclohex-1-ene

: 134458-38-1
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / osmium tetraoxide, sodium periodate / tetrahydrofuran; H₂O / 46 h / Ambient temperature

2: 1.) zinc, triphenylphosphine / 1.) CH₂Cl₂, RT, 12 h, 2.) CH₂Cl₂, RT, 3 h

3: 84 percent / n-BuLi / diethyl ether; hexane / 1.) -78 deg C, 10 min, 2.) 1 h

With sodium periodate; osmium(VIII) oxide; n-butyllithium; triphenylphosphine; zinc; In tetrahydrofuran; diethyl ether; hexane; water;
DOI:10.1021/ja00018a038