(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

Base Information

Chemical Name:(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene
CAS No.:769168-64-1
Molecular Formula:C₂₇H₃₆O₃S₂Si
Molecular Weight:500.799
Hs Code.:

Synonyms:(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

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Chemical Property of (9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

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Technology Process of (9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

There total 3 articles about (9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene 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: 90.0%

: 769168-63-0
(9S)-9-(tert-butyldiphenylsilyloxy)-7-methoxycarbonyl-8-methoxycarbonylmethyl-1,5-dithiaspiro[5.4]dec-7-ene

: 769168-64-1
(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

Guidance literature:: (9S)-9-(tert-butyldiphenylsilyloxy)-7-methoxycarbonyl-8-methoxycarbonylmethyl-1,5-dithiaspiro[5.4]dec-7-ene; With diisobutylaluminium hydride; In dichloromethane; at -78 - -40 ℃; for 2h;

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.25h;
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

: 769168-64-1
(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; sodium carbonate; In methanol; dichloromethane;
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

: 769168-64-1
(9S)-9-(tert-butyldiphenylsilyloxy)-8-(2-hydroxyethyl)-7-hydroxymethyl-1,5-dithiaspiro[5.4]dec-7-ene

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; dmap; diisobutylaluminium hydride; sodium carbonate; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2004.06.016