(3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Base Information

• Chemical Name: (3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol
• CAS No.: 183371-83-7
• Molecular Formula: C₂₁H₃₄O₆Si
• Molecular Weight: 410.583

Synonyms:(3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Chemical Property of (3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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Technology Process of (3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

There total 1 articles about (3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-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: 76.0%

(3aR,3bS,6S,6aS,7aR)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-5-phenyl-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-5-ol → (3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (183371-83-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h;

DOI:10.1016/0957-4166(96)00356-4

Reference yield: 40.0%

(3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (183371-83-7) → (1R,2S)-1-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-phenyl-ethane-1,2-diol (183371-84-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.333333h;

DOI:10.1016/0957-4166(96)00356-4

Reference yield:

(3aR,5S,6S,6aR)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (183371-83-7) → (2S,3R,4S,5S,6R)-6-((S)-Hydroxy-phenyl-methyl)-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:

With Amberlite IR-120 (H⁺); In 1,4-dioxane; water; at 65 ℃; for 48h;

DOI:10.1016/0957-4166(96)00356-4

Downstream raw materials:

(1R,2S)-1-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-phenyl-ethane-1,2-diol

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