[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

Base Information

Chemical Name:[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane
CAS No.:213754-94-0
Molecular Formula:C₃₈H₅₈O₅Si
Molecular Weight:622.961
Hs Code.:

Synonyms:[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

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Chemical Property of [(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

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Technology Process of [(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

There total 8 articles about [(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 213754-94-0
[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / dimethylformamide / 70 °C

2: 88 percent / LiAlH₄ / diethyl ether / 0 °C

3: 1.) (COCl)2, 2.) Et₃N, 3.) NaHMDS / 1.) DMSO/CH₂Cl₂, -78 deg C, 2.) DMSO/CH₂Cl₂, -78 deg C -> RT, 3.) THF, 0 deg C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; triethylamine; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01310-0

Reference yield:

: 213754-77-9
(2S,3S,5R,6S)-5-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-tetrahydro-pyran-2-carbaldehyde

: 213754-94-0
[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / -78 °C

2: OsO₄, NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

3: CH₂Cl₂ / Heating

4: 100 percent / TBAF / tetrahydrofuran / 0 °C

5: 75 percent / K₂CO₃ / tetrahydrofuran; methanol / 40 °C

6: 2,6-lutidine / dimethylformamide / 70 °C

7: 88 percent / LiAlH₄ / diethyl ether / 0 °C

8: 1.) (COCl)2, 2.) Et₃N, 3.) NaHMDS / 1.) DMSO/CH₂Cl₂, -78 deg C, 2.) DMSO/CH₂Cl₂, -78 deg C -> RT, 3.) THF, 0 deg C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01310-0

Reference yield:

: 213754-84-8
(E)-(R)-5-[(2R,3S,5R,6S)-5-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6-dimethyl-tetrahydro-pyran-2-yl]-5-hydroxy-pent-2-enoic acid methyl ester

: 213754-94-0
[(2R,4R,4aS,6S,7R,8aS)-2-Allyl-7-benzyloxy-6-(2-benzyloxy-ethyl)-4a,6-dimethyl-octahydro-pyrano[3,2-b]pyran-4-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / K₂CO₃ / tetrahydrofuran; methanol / 40 °C

2: 2,6-lutidine / dimethylformamide / 70 °C

3: 88 percent / LiAlH₄ / diethyl ether / 0 °C

4: 1.) (COCl)2, 2.) Et₃N, 3.) NaHMDS / 1.) DMSO/CH₂Cl₂, -78 deg C, 2.) DMSO/CH₂Cl₂, -78 deg C -> RT, 3.) THF, 0 deg C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01310-0