((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane
CAS No.:956006-37-4
Molecular Formula:C₂₈H₄₁IO₃Si
Molecular Weight:580.622
Hs Code.:

Synonyms:((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

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Chemical Property of ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

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Technology Process of ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

There total 4 articles about ((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane 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:

: 956006-35-2
(1R,2R,4R,5R)-bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4-(benzyloxy)-5-hydroxycyclohexane-1,2-dicarboxylate

: 956006-37-4
((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / TfOH / CH₂Cl₂; cyclohexane / 24 h / 20 °C

2: 85 percent / LiAlH₄ / diethyl ether / 12 h / -78 - 20 °C

3: 93 percent / nBuLi / tetrahydrofuran; hexane / 12 h / 20 °C

4: 82.4 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 0.42 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; trifluorormethanesulfonic acid; iodine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1021/ol7017938

Reference yield:

: 956006-03-4
(1R,2R,4R,5R)-bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4,5-bis(benzyloxy)cyclohexane-1,2-dicarboxylate

: 956006-37-4
((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / LiAlH₄ / diethyl ether / 12 h / -78 - 20 °C

2: 93 percent / nBuLi / tetrahydrofuran; hexane / 12 h / 20 °C

3: 82.4 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 0.42 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; iodine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ol7017938

Reference yield:

: 73627-88-0,109062-95-5,110416-37-0,122044-47-7
(1R,2R,1'S,2'R,5'S)-cyclohex-4-ene-1,2-dicarboxylic acid bis(2'-isopropyl-5'-methyl-cyclohexyl) ester

: 956006-37-4
((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexylmethoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / mCPBA / CH₂Cl₂ / 3 h

2: 89 percent / Cu(OTf)2 / 24 h

3: 99 percent / TfOH / CH₂Cl₂; cyclohexane / 24 h / 20 °C

4: 85 percent / LiAlH₄ / diethyl ether / 12 h / -78 - 20 °C

5: 93 percent / nBuLi / tetrahydrofuran; hexane / 12 h / 20 °C

6: 82.4 percent / imidazole; PPh₃; I₂ / tetrahydrofuran / 0.42 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; trifluorormethanesulfonic acid; iodine; copper(II) bis(trifluoromethanesulfonate); 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1021/ol7017938