(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol
CAS No.:188254-12-8
Molecular Formula:C₄₉H₆₈O₁₀Si
Molecular Weight:845.158
Hs Code.:

(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

Synonyms:(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

There total 14 articles about (2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-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:

: 77770-59-3
methyl 3,6-dibromo-3,6-dideoxy-α-D-allo-hexopyranoside

: 188254-12-8
(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C

2: 73 percent / imidazole / dimethylformamide / -17 °C

3: 92 percent / PCC, AcONa / CH₂Cl₂

4: SmI₂, THP / 0.17 h / 25 °C

5: 91 percent / pyridine / CH₂Cl₂ / 0 °C

6: Red-Al / toluene / 0 °C

With TETRAHYDROPYRANE; pyridine; 1H-imidazole; samarium diiodide; hydrogen; sodium acetate; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.199700721

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 188254-12-8
(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: PPh₃, tribromoimidazole / toluene / Heating

2: H₂ / Pd/C

3: 73 percent / imidazole / dimethylformamide / -17 °C

4: 92 percent / PCC, AcONa / CH₂Cl₂

5: SmI₂, THP / 0.17 h / 25 °C

6: 91 percent / pyridine / CH₂Cl₂ / 0 °C

7: Red-Al / toluene / 0 °C

With TETRAHYDROPYRANE; pyridine; 1H-imidazole; samarium diiodide; hydrogen; sodium acetate; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; 2,3,5-tribromoimidazole; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.199700721

Reference yield:

: (3S,4R,5S,6R)-4,5,6,7-Tetrakis-benzyloxy-1-[(2R,3R,5R,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-trimethylsilanyloxy-tetrahydro-pyran-3-yl]-3-methoxy-heptan-1-one

: 188254-12-8
(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1R,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

: 188254-11-7
(2R,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-((1S,3S,4R,5S,6R)-4,5,6,7-tetrakis-benzyloxy-1-hydroxy-3-methoxy-heptyl)-tetrahydro-pyran-3-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 0 ℃; Yield given. Yields of byproduct given;
DOI:10.1002/anie.199700721