(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

Base Information

Chemical Name:(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol
CAS No.:202062-63-3
Molecular Formula:C₄₁H₅₂O₇Si
Molecular Weight:684.945
Hs Code.:

(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

Synonyms:(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

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Chemical Property of (1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

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Technology Process of (1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

There total 9 articles about (1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol 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%

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

: 202062-63-3
(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; trimethylamine-N-oxide; In water; acetone; for 36h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 100-39-0
benzyl bromide

: 202062-63-3
(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 82 percent / OsO₄, Me₃NO / acetone; H₂O / 36 h / Ambient temperature

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

Reference yield:

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

: 202062-63-3
(1S,2S,4S,5R,6R)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-5-(4-methoxy-benzyloxymethyl)-5-methyl-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 7 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

7: 82 percent / OsO₄, Me₃NO / acetone; H₂O / 36 h / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; osmium(VIII) oxide; lithium aluminium tetrahydride; selenium(IV) oxide; trimethylamine-N-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; water; acetone;
DOI:10.1016/S0040-4039(97)10554-8