(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

Base Information

Chemical Name:(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one
CAS No.:1448019-82-6
Molecular Formula:C₂₁H₂₂BrNO₇
Molecular Weight:480.312
Hs Code.:

Synonyms:(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

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Chemical Property of (3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

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Technology Process of (3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

There total 11 articles about (3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one 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:

: C₂₃H₂₆BrNO₈

: 1448019-82-6
(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

Guidance literature:: C₂₃H₂₆BrNO₈; With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 0.5h;

With zinc(II) chloride; In ethyl acetate; for 1h;
DOI:10.1055/s-0033-1338414

Reference yield:

: C₂₃H₂₆BrNO₈

: 1448019-82-6
(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

: (3S,4S)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

Guidance literature:: C₂₃H₂₆BrNO₈; With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 0.5h;

With zinc(II) chloride; In ethyl acetate; for 1h;
DOI:10.1055/s-0033-1338414

Reference yield:

: 2373-80-0,38489-76-8
3,4-methylenedioxy-trans-cinnamic acid

: 1448019-82-6
(3R,4R)-4-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)amino]dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 24 h / Reflux

2.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 2844.39 Torr / Autoclave

3.1: bromine / dichloromethane / 0 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 4 h / -78 °C

5.2: 0.25 h / -78 °C

6.1: D-Prolin / tetrahydrofuran / 16 h / 4 °C

7.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 0 °C

7.2: 1 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; sulfuric acid; palladium 10% on activated carbon; hydrogen; bromine; dimethyl sulfoxide; D-Prolin; In tetrahydrofuran; methanol; dichloromethane; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation / 6.1: |Mannich Aminomethylation;
DOI:10.1055/s-0033-1338414