(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

Base Information

Chemical Name:(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone
CAS No.:1198791-01-3
Molecular Formula:C₂₄H₄₀O₅SSi₂
Molecular Weight:496.816
Hs Code.:

Synonyms:(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

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Chemical Property of (1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

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Technology Process of (1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

There total 1 articles about (1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone 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: 35.0%

: 862791-12-6
(1R,4S,5R)-1,4-bis(tert-butyldimethylsilyloxy)-3-oxocyclohexane-1,5-carbolactone

: 45438-73-1
2-thenyl bromide

: 1198791-01-3
(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

: 1198791-02-4
(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxy-2-(thien-3-yl)methylcyclohex-2-en-1,5-carbolactone

Guidance literature:: (1R,4S,5R)-1,4-bis(tert-butyldimethylsilyloxy)-3-oxocyclohexane-1,5-carbolactone; With potassium hexamethylsilazane; In N,N-dimethyl-formamide; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

2-thenyl bromide; In N,N-dimethyl-formamide; toluene; for 0.75h; Inert atmosphere;
DOI:10.1021/jm9010466

Reference yield:

: 1198791-01-3
(1R,4S,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(thien-3-yl)methoxycyclohex-2-en-1,5-carbolactone

: 1198790-97-4
sodium (1R,4S,5R)-1,4-dihydroxy-3-(thien-3-yl)methoxycyclohex-2-en-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

2: sodium hydroxide / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; sodium hydroxide; In tetrahydrofuran;
DOI:10.1021/jm2006063