(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Base Information

Chemical Name:(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten
CAS No.:769168-67-4
Molecular Formula:C₄₄H₅₄O₆Si₂
Molecular Weight:735.08
Hs Code.:

Synonyms:(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Suppliers and Price of (1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

There total 5 articles about (1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten 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: 80.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 769168-66-3
(4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-4-(tert-butyldiphenylsilyloxy)-2-cyclopenten-1-one

: 769168-67-4
(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Guidance literature:: (4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-4-(tert-butyldiphenylsilyloxy)-2-cyclopenten-1-one; With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -20 ℃; for 1h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; triethylamine; In dichloromethane; at 20 ℃; for 32h;
DOI:10.1016/j.tetasy.2004.06.016

Reference yield:

: 59025-05-7
methyl (S)-(-)-2-<2-(methoxycarbonyl)-3-oxo-5-acetoxycyclopent-1-enyl>acetate

: 769168-67-4
(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / -20 °C

2.1: Na₂CO₃ / methanol / 6 h / -5 °C

3.1: 0.33 g / DMAP; imidazole / CH₂Cl₂ / 0 - 20 °C

4.1: DIBAL-H / CH₂Cl₂ / 2 h / -78 - -40 °C

4.2: 90 percent / NaBH₄ / methanol / 0.25 h / 0 °C

5.1: 98 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

6.1: 65 percent / H₅IO₆ / tetrahydrofuran / 0.05 h / 0 °C

7.1: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / -20 °C

7.2: 80 percent / imidazole; Et₃N / CH₂Cl₂ / 32 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; diisobutylaluminium hydride; sodium carbonate; periodic acid; In tetrahydrofuran; methanol; dichloromethane; 7.1: Luche reduction;
DOI:10.1016/j.tetasy.2004.06.016

Reference yield:

: 310905-01-2
(9S)-9-acetoxy-7-methoxycarbonyl-8-methoxycarbonylmethyl-1,5-dithiaspiro[5.4]dec-7-ene

: 769168-67-4
(1R,4S)-3-(2-acetoxyethyl)-2-acetoxymethyl-1,4-bis(tert-butyldiphenylsilyloxy)-2-cyclopenten

Guidance literature:: Multi-step reaction with 6 steps

1.1: Na₂CO₃ / methanol / 6 h / -5 °C

2.1: 0.33 g / DMAP; imidazole / CH₂Cl₂ / 0 - 20 °C

3.1: DIBAL-H / CH₂Cl₂ / 2 h / -78 - -40 °C

3.2: 90 percent / NaBH₄ / methanol / 0.25 h / 0 °C

4.1: 98 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 65 percent / H₅IO₆ / tetrahydrofuran / 0.05 h / 0 °C

6.1: CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / -20 °C

6.2: 80 percent / imidazole; Et₃N / CH₂Cl₂ / 32 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; diisobutylaluminium hydride; sodium carbonate; periodic acid; In tetrahydrofuran; methanol; dichloromethane; 6.1: Luche reduction;
DOI:10.1016/j.tetasy.2004.06.016