(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

Base Information

Chemical Name:(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol
CAS No.:173044-08-1
Molecular Formula:C₃₉H₇₄O₅Si₂
Molecular Weight:679.185
Hs Code.:

(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

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Chemical Property of (1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

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Technology Process of (1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

There total 12 articles about (1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-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:

: 144534-92-9
(4R,5S)-5-Ethyl-4-((R)-2-iodo-1-methyl-ethyl)-2,2-dimethyl-[1,3]dioxane

: 173044-08-1
(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) t-BuLi / 1.) ether, -78 deg C

2: Swern oxidation

3: diethyl ether / -78 to -20 deg C

4: DDQ / CH₂Cl₂; H₂O / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

6: pyridine / 0 °C

7: 1N H₂SO₄ / tetrahydrofuran / Ambient temperature

8: K₂CO₃ / methanol / Ambient temperature

9: CSA / CH₂Cl₂ / 0 °C

10: imidazole / CH₂Cl₂ / 0 deg C to room temp.

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; camphor-10-sulfonic acid; tert.-butyl lithium; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61140-1

Reference yield:

: 152934-39-9
(2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,2-dioxan-4-yl>propan-1-ol

: 173044-08-1
(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

2: 1.) t-BuLi / 1.) ether, -78 deg C

3: Swern oxidation

4: diethyl ether / -78 to -20 deg C

5: DDQ / CH₂Cl₂; H₂O / Ambient temperature

6: LiAlH₄ / diethyl ether / 0 °C

7: pyridine / 0 °C

8: 1N H₂SO₄ / tetrahydrofuran / Ambient temperature

9: K₂CO₃ / methanol / Ambient temperature

10: CSA / CH₂Cl₂ / 0 °C

11: imidazole / CH₂Cl₂ / 0 deg C to room temp.

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; camphor-10-sulfonic acid; tert.-butyl lithium; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61140-1

Reference yield:

: 144534-80-5
(2S,3R,5R,6S)-6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-5-ethyl-2-(4-methoxy-benzyloxy)-3-methyl-octanal

: 173044-08-1
(1R,2R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-{(2S,4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-propyl]-2,4-dimethyl-tetrahydro-furan-2-yl}-4-ethyl-2-methyl-heptan-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) t-BuLi / 1.) ether, -78 deg C

2: Swern oxidation

3: diethyl ether / -78 to -20 deg C

4: DDQ / CH₂Cl₂; H₂O / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

6: pyridine / 0 °C

7: 1N H₂SO₄ / tetrahydrofuran / Ambient temperature

8: K₂CO₃ / methanol / Ambient temperature

9: CSA / CH₂Cl₂ / 0 °C

10: imidazole / CH₂Cl₂ / 0 deg C to room temp.

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; camphor-10-sulfonic acid; tert.-butyl lithium; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61140-1