(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

Base Information

Chemical Name:(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol
CAS No.:187962-52-3
Molecular Formula:C₂₉H₄₄O₄Si
Molecular Weight:484.751
Hs Code.:

Synonyms:(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

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Chemical Property of (2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

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Technology Process of (2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

There total 6 articles about (2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-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: 88.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 187962-49-8
4(R)-(4(R)-methoxy-3(R),5(R)-dimethyltetrahydrofuran-2(S)-yl)-2(S)-methylpentane-1,4-diol

: 187962-52-3
(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0040-4020(97)00021-5

Reference yield:

: 4'(R)-methoxy-2(R),4(S),3'(R),5'(R)-tetramethyloctahydro-[2,2']bifuranyl-5-ol

: 187962-52-3
(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NaBH₄ / tetrahydrofuran; methanol / 0 - 20 °C

2: 88 percent / imidazole, DMAP / dimethylformamide / 1 h / 0 - 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00021-5

Reference yield:

: 142861-00-5
2-((2R,5S,6S)-6-((S,2E,4E)-7-((2R,3R)-3-((2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl)-2-methyloxiran-2-yl)-6-methylhepta-2,4-dien-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetic acid

: 187962-52-3
(2S,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,3R,4R,5R)-4-methoxy-3,5-dimethyl-tetrahydro-furan-2-yl)-4-methyl-pentan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / K₂CO₃ / dimethylformamide / 0.33 h / 90 °C

2: 60 percent / HCl / methanol / 0 °C

3: 94 percent / N-methylmorpholin oxide, OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 3 h / Ambient temperature

4: 77 percent / NaIO₄ / H₂O; tetrahydrofuran / 0.25 h / Ambient temperature

5: 97 percent / NaBH₄ / tetrahydrofuran; methanol / 0 - 20 °C

6: 88 percent / imidazole, DMAP / dimethylformamide / 1 h / 0 - 20 °C

With 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; potassium carbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(97)00021-5