(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

Base Information

Chemical Name:(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol
CAS No.:883142-57-2
Molecular Formula:C₂₈H₄₂O₄Si
Molecular Weight:470.725
Hs Code.:

Synonyms:(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

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Chemical Property of (2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

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Technology Process of (2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

There total 8 articles about (2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol 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: 99.0%

: (2R,3R)-3-(Tetrahydro-pyran-2-yloxymethyl)-hexane-1,2-diol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 883142-57-2
(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1055/s-2005-921911

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 883142-57-2
(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: PPTS / CH₂Cl₂ / 20 °C

2.1: K₂CO₃ / methanol / 20 °C

3.1: H₂ / Pd/C / ethyl acetate / 760 Torr

4.1: n-BuLi

4.2: tetrahydrofuran / 0 - 20 °C

5.1: (DHQD)2PYR; K₂OsO₄; aq. K₂CO₃ / K₃Fe(CN)6 / 2-methyl-propan-2-ol / 0 h

6.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; potassium osmate(VI); n-butyllithium; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; palladium on activated charcoal; potassium hexacyanoferrate(III); In methanol; dichloromethane; ethyl acetate; tert-butyl alcohol; 4.1: Swern oxidation / 6.1: Sharpless asymmetric dihydroxylation;
DOI:10.1055/s-2005-921911

Reference yield:

: (R)-2-(Tetrahydro-pyran-2-yloxymethyl)-pentanal

: 883142-57-2
(2R,3R)-1-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-hexan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi

1.2: tetrahydrofuran / 0 - 20 °C

2.1: (DHQD)2PYR; K₂OsO₄; aq. K₂CO₃ / K₃Fe(CN)6 / 2-methyl-propan-2-ol / 0 h

3.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; potassium osmate(VI); n-butyllithium; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation;
DOI:10.1055/s-2005-921911