(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

Base Information

Chemical Name:(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde
CAS No.:113331-54-7
Molecular Formula:C₃₀H₅₀O₅Si₂
Molecular Weight:546.895
Hs Code.:

(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

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Chemical Property of (2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

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Technology Process of (2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

There total 7 articles about (2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde 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:

: 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

: 113331-54-7,113428-24-3
(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

Guidance literature:: Multi-step reaction with 7 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

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

: 123536-33-4
(E)-4-[(1R,2S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enoic acid methyl ester

: 113331-54-7,113428-24-3
(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

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

2: Zn, TiCl₄ / Ambient temperature

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

4: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

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

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; titanium tetrachloride; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran;
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

: 113331-54-7,113428-24-3
(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[2-(dimethyl-phenyl-silanyl)-4-oxo-butyl]-4-(tetrahydro-pyran-2-yloxy)-cyclopentanecarbaldehyde

Guidance literature:: Multi-step reaction with 3 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

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

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