(2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

Base Information

• Chemical Name: (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone
• CAS No.: 164799-77-3
• Molecular Formula: C₂₄H₃₈O₅Si
• Molecular Weight: 434.648

Synonyms:(2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

Chemical Property of (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

Chemical Property:

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Technology Process of (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

There total 1 articles about (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-cyclohex-2-enone (164733-00-0) → (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone (164799-77-3) + (2S,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

Guidance literature:

With CuBr*Me₂S-LiBr; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF-Et₂O, -78 deg C to 0 deg C, 1 h, 2.) THF, Et₂O, -78 deg C, 0.5 h;

DOI:10.1016/0040-4039(95)00272-E

Reference yield: 98.0%

chloromethyl methyl ether (107-30-2) + (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone (164799-77-3) → (2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-2-methoxymethoxymethyl-3-methyl-3-vinyl-cyclohexanone

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/0040-4039(95)00272-E

Reference yield:

(2R,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone (164799-77-3) → (2S,3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-3-methyl-3-vinyl-cyclohexanone

Guidance literature:

With potassium carbonate; In methanol; for 5h; Yield given; Ambient temperature;

DOI:10.1016/0040-4039(95)00272-E

upstream raw materials:

formaldehyd

(4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-cyclohex-2-enone

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