(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

Base Information

Chemical Name:(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone
CAS No.:1233335-43-7
Molecular Formula:C₁₅H₁₂O₄S
Molecular Weight:288.324
Hs Code.:

Synonyms:(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

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Chemical Property of (4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

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Technology Process of (4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

There total 9 articles about (4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-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: 89.0%

: 1233335-41-5
(4R, 6R, 7S)-4,7-di(tert-butyldimethylsilyloxy)-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4,6-carbolactone

: 1233335-43-7
(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Cooling with ice; Inert atmosphere;

Reference yield:

: 862791-08-0
(1S,3R,4R,5R)-3-benzyloxy-1,4-bis(tert-butyldimethylsilyloxy)cyclohexane-1,5-carbolactone

: 1233335-43-7
(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen / palladium hydroxide, 20 wt% on carbon / methanol / 48 h / 20 °C

2.1: pyridinium dichromate / dichloromethane / 5 h / 20 °C / Molecular sieve

3.1: dioxane dibromide / diethyl ether / 20 °C / Inert atmosphere

4.1: 2,2'-azobis(isobutyronitrile) / toluene / 14 h / 80 °C / Inert atmosphere

5.1: ozone / dichloromethane / 0.2 h / -78 °C / Inert atmosphere; Cooling with dry ice

5.2: 5 h / 100 °C / Inert atmosphere

6.1: N-iodo-succinimide / dichloromethane; acetic acid / 24 h / 20 °C / Inert atmosphere

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Cooling with ice; Inert atmosphere

With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); pyridinium dichromate; tetrabutyl ammonium fluoride; hydrogen; dioxane dibromide; potassium carbonate; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium hydroxide, 20 wt% on carbon; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetic acid; toluene;

Reference yield:

: 862791-10-4
(1S,3R,4R,5R)-1,4-bis(tert-butyldimethylsilyloxy)-3-hydroxycyclohexane-1,5-carbolactone

: 1233335-43-7
(4R,6R,7S)-4,7-dihydroxy-2-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-4,6-carbolactone

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium dichromate / dichloromethane / 5 h / 20 °C / Molecular sieve

2.1: dioxane dibromide / diethyl ether / 20 °C / Inert atmosphere

3.1: 2,2'-azobis(isobutyronitrile) / toluene / 14 h / 80 °C / Inert atmosphere

4.1: ozone / dichloromethane / 0.2 h / -78 °C / Inert atmosphere; Cooling with dry ice

4.2: 5 h / 100 °C / Inert atmosphere

5.1: N-iodo-succinimide / dichloromethane; acetic acid / 24 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Cooling with ice; Inert atmosphere

With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); pyridinium dichromate; tetrabutyl ammonium fluoride; dioxane dibromide; potassium carbonate; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; acetic acid; toluene;