{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

Base Information

Chemical Name:{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde
CAS No.:894351-74-7
Molecular Formula:C₃₅H₅₆O₃Si₂
Molecular Weight:580.999
Hs Code.:

Synonyms:{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

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Chemical Property of {(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

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Technology Process of {(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

There total 12 articles about {(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde 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: 92.0%

: 827325-82-6
{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetic acid methyl ester

: 894351-74-7
{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/j.tet.2006.03.001

Reference yield:

: 994-30-9
triethylsilyl chloride

: 894351-74-7
{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 55 mg / imidazole / dimethylformamide / 14 h / 20 °C

2: 92 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.03.001

Reference yield:

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 894351-74-7
{(1S,2S,5R)-2-[6-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-5-triethylsilanyloxy-cyclopentyl}-acetaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: t-BuMgCl / tetrahydrofuran / 0.17 h / 0 °C

1.2: CuCN / tetrahydrofuran / 4 h / -18 °C

1.3: 77 percent / Ph₃P; DIAD / toluene / 5 h / -78 °C

2.1: 95 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 20 °C

3.1: 97 percent / Hg(OAc)2 / benzene / 70 h / 180 - 190 °C

4.1: 90 percent / Jones reagent / acetone / 0.17 h / cooling

5.1: 86 percent / NaHCO₃; KI; I₂ / diethyl ether; tetrahydrofuran; H₂O / 16 h / 20 °C

6.1: 97 percent / Bu₃SnH; AIBN / benzene / 1 h / Heating

7.1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

8.1: diethyl ether / 0.08 h / -18 °C

9.1: 55 mg / imidazole / dimethylformamide / 14 h / 20 °C

10.1: 92 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

With 1H-imidazole; lithium hydroxide; jones reagent; 2,2'-azobis(isobutyronitrile); tert-butylmagnesium chloride; mercury(II) diacetate; iodine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 1.3: Mitsunobu reaction / 3.1: Claisen rearrangement / 4.1: Jones oxidation;
DOI:10.1016/j.tet.2006.03.001