(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Base Information

Chemical Name:(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol
CAS No.:899436-64-7
Molecular Formula:C₃₁H₄₂O₅Si
Molecular Weight:522.757
Hs Code.:

Synonyms:(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Suppliers and Price of (1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

There total 7 articles about (1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol 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: 85.0%

: 899436-58-9
(2S,3R,4R,5R)-3,5-Bis-benzyloxy-5-phenyl-pentane-1,2,4-triol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 899436-64-7
(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.1016/j.tetlet.2006.04.146

Reference yield:

: 4-Nitro-benzoic acid (R)-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-phenyl-methyl ester

: 899436-64-7
(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / methanol / 1 h / 20 °C

2: 80 percent / NaH / tetrahydrofuran / 1 h / 0 - 20 °C

3: 70 percent / aq. AcOH / 6 h / Heating

4: 65 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

5: 85 percent / imidazole / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetlet.2006.04.146

Reference yield:

: 100-39-0
benzyl bromide

: 899436-64-7
(1R,2R,3R,4S)-1,3-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-2,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaH / tetrahydrofuran / 1 h / 0 - 20 °C

2: 70 percent / aq. AcOH / 6 h / Heating

3: 65 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

4: 85 percent / imidazole / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.04.146