(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

Base Information

Chemical Name:(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol
CAS No.:641613-70-9
Molecular Formula:C₂₇H₄₂O₆Si
Molecular Weight:490.712
Hs Code.:

Synonyms:(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

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Chemical Property of (2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

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Technology Process of (2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

There total 8 articles about (2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-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:

: (2S,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentanoic acid ethyl ester

: 641613-70-9
(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;
DOI:10.1016/j.tetlet.2003.09.141

Reference yield:

: 73842-99-6
3-tert-butyldimethylsilyloxy-1-propanol

: 641613-70-9
(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: PCC / CH₂Cl₂ / 20 °C

2: 13.2 g / benzene / 24 h / Heating

3: (dihydroquinidine)2-phthalazine; potassium osmate; aq. potassium ferricyanide / K₂CO₃ / 2-methyl-propan-2-ol / 12 h / 20 °C

4: BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

5: 1.33 g / LiAlH₄ / diethyl ether / 1 h / 20 °C

With potassium osmate(VI); lithium aluminium tetrahydride; boron trifluoride diethyl etherate; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate; potassium hexacyanoferrate(III); potassium carbonate; In diethyl ether; dichloromethane; tert-butyl alcohol; benzene; 3: Sharpless asymmetric dihydroxylation;
DOI:10.1002/chem.200500892

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 641613-70-9
(2R,3R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3-bis-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 13.2 g / benzene / 24 h / Heating

2: (dihydroquinidine)2-phthalazine; potassium osmate; aq. potassium ferricyanide / K₂CO₃ / 2-methyl-propan-2-ol / 12 h / 20 °C

3: BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

4: 1.33 g / LiAlH₄ / diethyl ether / 1 h / 20 °C

With potassium osmate(VI); lithium aluminium tetrahydride; boron trifluoride diethyl etherate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); potassium carbonate; In diethyl ether; dichloromethane; tert-butyl alcohol; benzene; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1002/chem.200500892