r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone

Base Information

• Chemical Name: r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone
• CAS No.: 82423-76-5
• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.412
• Mol file: 82423-76-5.mol

Synonyms:

Chemical Property of r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone

There total 5 articles about r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone 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:

3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4) → r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone (82423-76-5)

Guidance literature:

Multi-step reaction with 5 steps

2: Pd-C

3: 2.) calcium borohydride

4: 1.) lithium di-isopropylamide

5: trifluoroacetic acid

With calcium borohydride; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal;

DOI:10.1016/0040-4039(81)80108-6

Reference yield:

(E)-3-methoxycarbonyl-4-<5-methoxy-3,4-(methylenedioxy)phenyl>but-3-enoic acid (78173-83-8) → r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone (82423-76-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Pd-C

2: 2.) calcium borohydride

3: 1.) lithium di-isopropylamide

4: trifluoroacetic acid

With calcium borohydride; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal;

DOI:10.1016/0040-4039(81)80108-6

Reference yield:

trans-2-(α-hydroxy-3,4-dimethoxybenzyl)-3-(3-methoxy-4,5-methylenedioxybenzyl)butyrolactone (78173-85-0,82467-46-7) → (6aR,9aR,10S)-10-(3,4-Dimethoxy-phenyl)-4-methoxy-6a,7,9a,10-tetrahydro-6H-furo[3',4':6,7]naphtho[1,2-d][1,3]dioxol-9-one (78173-80-5) + r-1-(3,4-dimethoxyphenyl)-c-3-hydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene-t-2-carboxylic acid lactone (82423-76-5)

Guidance literature:

With trifluoroacetic acid; Yields of byproduct given;

DOI:10.1016/0040-4039(81)80108-6

upstream raw materials:

trans-2-(α-hydroxy-3,4-dimethoxybenzyl)-3-(3-methoxy-4,5-methylenedioxybenzyl)butyrolactone

3-methoxy-4,5-methylenedioxybenzaldehyde

3-(3-methoxy-4,5-methylenedioxybenzyl)butyrolactone

3-methoxycarbonyl-4-(3-methoxy-4,5-methylenedioxyphenyl)butanoic acid

Downstream raw materials:

(+/-)-nirtetralin

r-1-(3,4-dimethoxyphenyl)-t-2,c-3-bishydroxymethyl-8-methoxy-6,7-methylenedioxy-1,2,3,4-tetrahydronaphthalene