{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

Base Information

Chemical Name:{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol
CAS No.:862735-90-8
Molecular Formula:C₂₅H₃₆O₃Si
Molecular Weight:412.645
Hs Code.:

Synonyms:{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of {(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of {(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

There total 5 articles about {(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol 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:

: 862736-01-4
(Z)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-hex-4-enoic acid methyl ester

: 862735-90-8
{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: 66 percent / triflic acid; TMSOTf / CH₂Cl₂ / 24 h / -50 °C

3: 93 percent / H₂ / PtO₂ / methanol / 12 h / 20 °C

4: 88 percent / imidazole; DMAP / dimethylformamide / 0 - 20 °C

5: 90 percent / LiBH₄ / diethyl ether / 2 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium borohydride; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen; platinum(IV) oxide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol050982i

Reference yield:

: (2R,5S)-6-(2-benzyloxy-ethyl)-5-methyl-5,6-dihydro-2H-pyran-2-carboxylic acid methyl ester

: 862735-90-8
{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / H₂ / PtO₂ / methanol / 12 h / 20 °C

2: 88 percent / imidazole; DMAP / dimethylformamide / 0 - 20 °C

3: 90 percent / LiBH₄ / diethyl ether / 2 h / 20 °C

With 1H-imidazole; dmap; lithium borohydride; hydrogen; platinum(IV) oxide; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol050982i

Reference yield:

: 862736-00-3
(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-hex-4-ynoic acid methyl ester

: 862735-90-8
{(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Lindlars' catalyst / ethyl acetate / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

3: 66 percent / triflic acid; TMSOTf / CH₂Cl₂ / 24 h / -50 °C

4: 93 percent / H₂ / PtO₂ / methanol / 12 h / 20 °C

5: 88 percent / imidazole; DMAP / dimethylformamide / 0 - 20 °C

6: 90 percent / LiBH₄ / diethyl ether / 2 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium borohydride; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen; platinum(IV) oxide; Lindlar's catalyst; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol050982i