(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

Base Information

Chemical Name:(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol
CAS No.:202062-62-2
Molecular Formula:C₄₁H₅₀O₅Si
Molecular Weight:650.93
Hs Code.:

Synonyms:(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

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Chemical Property of (1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

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Technology Process of (1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

There total 8 articles about (1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol 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%

: 202062-61-1
[(1R,2R,3S)-3-Benzyloxy-2-(4-methoxy-benzyloxymethyl)-2-methyl-6-methylene-cyclohexylmethoxy]-tert-butyl-diphenyl-silane

: 202062-62-2
(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

Guidance literature:: With tert.-butylhydroperoxide; selenium(IV) oxide; salicylic acid; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 100-39-0
benzyl bromide

: 202062-62-2
(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / nBu₄NI, KH / tetrahydrofuran / Ambient temperature

2: 84 percent / SeO₂, 70percent TBHP, salicylic acid / CH₂Cl₂ / 12 h / Ambient temperature

With tert.-butylhydroperoxide; selenium(IV) oxide; tetra-(n-butyl)ammonium iodide; potassium hydride; salicylic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 202062-62-2
(1S,3R,4R,5S)-5-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxymethyl)-4-methyl-2-methylene-cyclohexanol

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / PPTS / CH₂Cl₂ / 24 h / Ambient temperature

2: 69 percent / BF₃*OEt₂, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -60 °C

3: LiAlH₄ / diethyl ether / 1 h / 0 deg C up to RT

4: 97 percent / imidazole / CH₂Cl₂ / 0 deg C up to RT

5: 99 percent / nBu₄NI, KH / tetrahydrofuran / Ambient temperature

6: 84 percent / SeO₂, 70percent TBHP, salicylic acid / CH₂Cl₂ / 12 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; lithium aluminium tetrahydride; selenium(IV) oxide; 4 A molecular sieve; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; salicylic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)10554-8