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

Base Information

Chemical Name:(2R,3S,4S,6R)-2-Allyl-4-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol
CAS No.:132375-63-4
Molecular Formula:C₃₄H₄₄O₄Si
Molecular Weight:544.806
Hs Code.:

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

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

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

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

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

: 132375-63-4
(2R,3S,4S,6R)-2-Allyl-4-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 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

7: 1) n-Bu₂SnO, 2) CsF / 1) MeOH, 65 deg C, 1 h, 2) DMF, 25 deg C, 18 h

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; camphor-10-sulfonic acid; dihydrogen peroxide; L-Selectride; diisobutylaluminium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; cesium fluoride; 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

: 132375-63-4
(2R,3S,4S,6R)-2-Allyl-4-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 1) n-Bu₂SnO, 2) CsF / 1) MeOH, 65 deg C, 1 h, 2) DMF, 25 deg C, 18 h

With 1H-imidazole; camphor-10-sulfonic acid; di(n-butyl)tin oxide; cesium fluoride; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 132375-58-7
(E)-3-((3aR,4R,6S,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-acrylic acid methyl ester

: 132375-63-4
(2R,3S,4S,6R)-2-Allyl-4-benzyloxy-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

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

2: DIBAH / CH₂Cl₂ / 1 h / -78 °C

3: 95 percent / imidazole / dimethylformamide / 2 h / 0 - 25 °C

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

5: 1) n-Bu₂SnO, 2) CsF / 1) MeOH, 65 deg C, 1 h, 2) DMF, 25 deg C, 18 h

With 1H-imidazole; sodium hydroxide; camphor-10-sulfonic acid; dihydrogen peroxide; L-Selectride; diisobutylaluminium hydride; di(n-butyl)tin oxide; cesium fluoride; tert-butyl alcohol; In methanol; dichloromethane; N,N-dimethyl-formamide;