4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

Base Information

Chemical Name:4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol
CAS No.:113208-26-7
Molecular Formula:C₃₀H₅₄O₅Si₂
Molecular Weight:550.927
Hs Code.:

4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

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Chemical Property of 4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

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Technology Process of 4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

There total 6 articles about 4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-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: 98.0%

: 113208-25-6,113428-20-9,113428-21-0
4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butyric acid methyl ester

: 113208-26-7,113428-22-1,113428-23-2
4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(00)96003-9

Reference yield:

: 65025-95-8
(3aR,4S,5R,6aS)-4-({[dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one

: 113208-26-7,113428-22-1,113428-23-2
4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: DIBAH / toluene / -78 °C

2: toluene / 60 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

4: Zn, TiCl₄ / Ambient temperature

5: 1.)Siam₂BH, 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, 0 deg C, 2.) THF, 0 deg C

6: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4039(00)96003-9

Reference yield:

: 113428-17-4
(E)-4-[(1R,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methylene-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enoic acid methyl ester

: 113208-26-7,113428-22-1,113428-23-2
4-[(1S,2S,3R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-3-(dimethyl-phenyl-silanyl)-butan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.)Siam₂BH, 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, 0 deg C, 2.) THF, 0 deg C

2: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

With sodium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)96003-9