(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

Base Information

Chemical Name:(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol
CAS No.:132375-62-3
Molecular Formula:C₂₇H₃₈O₄Si
Molecular Weight:454.682
Hs Code.:

Synonyms:(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

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Chemical Property of (2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

There total 5 articles about (2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-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: 90.0%

: 132375-61-2
[3-((3aR,4R,6R,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propoxy]-tert-butyl-diphenyl-silane

: 132375-62-3
(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 25 ℃; for 4h;

Reference yield:

: 132375-56-5
((3aR,4R,6S,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-methanol

: 132375-62-3
(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride, DMSO, NEt₃ / CH₂Cl₂ / 1 h / -78 °C

2: CH₂Cl₂ / 18 h / 25 °C

3: 1) L-selectride, t-BuOH, 2) NaOH, H₂O₂ / 1) THF, -78 deg C, 1 h, 2) 0 deg C, 1 h

4: DIBAH / CH₂Cl₂ / 1 h / -78 °C

5: 95 percent / imidazole / dimethylformamide / 2 h / 0 - 25 °C

6: 90 percent / camphersulfonic acid / methanol / 4 h / 25 °C

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; camphor-10-sulfonic acid; dihydrogen peroxide; L-Selectride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tert-butyl alcohol; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 132375-60-1
3-((3aR,4R,6R,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propan-1-ol

: 132375-62-3
(2R,3S,4S,6R)-2-Allyl-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 2 h / 0 - 25 °C

2: 90 percent / camphersulfonic acid / methanol / 4 h / 25 °C

With 1H-imidazole; camphor-10-sulfonic acid; In methanol; N,N-dimethyl-formamide;