(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

Base Information

Chemical Name:(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol
CAS No.:135912-31-1
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

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Chemical Property of (2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

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Technology Process of (2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

There total 7 articles about (2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol 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:

: 122598-86-1,145842-05-3,135840-22-1
2-O-Benzyl-3-O-(tert-butyldiphenylsilyl)glyceraldehyde

: 135912-31-1
(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

2: 1.) KH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 3 h

3: 1.) thexylborane, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, -15 deg C, 2 h, 2.) THF, RT, 30 min

With sodium hydroxide; thexylborane; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium hydride; In dichloromethane;
DOI:10.1016/S0957-4166(96)00445-4

Reference yield:

: 135840-23-2,135840-24-3
(R)-2-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hex-5-en-3-ol

: 135912-31-1
(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / KH / tetrahydrofuran

2: 1) Thexyl-BH₂ 2) H₂O₂, NaOH / 1) THF, -78 to -15 deg C

With sodium hydroxide; Thexylboran; dihydrogen peroxide; potassium hydride; In tetrahydrofuran;
DOI:10.1016/0040-4039(91)80646-N

Reference yield:

: 17618-04-1
2,5-di-O-benzyl-D-mannitol

: 135912-31-1
(2S,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 100 percent / Pb(OAc)4 / benzene / 8 h / Ambient temperature

3: 78 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

4: 1.) KH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 3 h

5: 1.) thexylborane, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, -15 deg C, 2 h, 2.) THF, RT, 30 min

With 1H-imidazole; lead(IV) acetate; sodium hydroxide; thexylborane; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium hydride; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0957-4166(96)00445-4