2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 627537-17-1
• Molecular Formula: C₆₂H₈₂O₁₀Si
• Molecular Weight: 1015.41

Synonyms:2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester

There total 2 articles about 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester 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: 100.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-5-methyl-6-[(1R,4S,5R,6R)-1,4,10-trihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-tetrahydro-pyran-2-ylmethyl ester (627537-34-2) → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester (627537-17-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2003.08.083

Reference yield:

(1R,4S,5S,6R)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-10-trityloxy-decan-1-ol (365441-19-6) → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester (627537-17-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / TBAF / tetrahydrofuran / 60 °C

2: 96 percent / DMAP / CH₂Cl₂ / 0 °C

3: 81 percent / HCO₂H / diethyl ether / 0 °C

4: 100 percent / imidazole / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; formic acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.tetlet.2003.08.083

Reference yield: 72.0%

triethylsilyl trifluoromethyl sulfonate (79271-56-0) + 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-1,4-dihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester (627537-17-1) → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-1-triethylsilanyloxy-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester (627537-35-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1016/j.tetlet.2003.08.083

upstream raw materials:

tert-butylchlorodiphenylsilane

2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-5-methyl-6-[(1R,4S,5R,6R)-1,4,10-trihydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-decyl]-tetrahydro-pyran-2-ylmethyl ester

(1R,4S,5S,6R)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2-yl]-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-10-trityloxy-decan-1-ol

Downstream raw materials:

2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-[(1R,4S,5R,6R)-10-(tert-butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-5-methyl-2-methylene-1-triethylsilanyloxy-decyl]-5-methyl-tetrahydro-pyran-2-ylmethyl ester

2,2-dimethyl-propionic acid 3,4-bis-benzyloxy-6-{2-[2-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-octyl]-1-triethylsilanyloxy-allyl}-5-methyl-tetrahydro-pyran-2-ylmethyl ester

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