(5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid

Base Information

• Chemical Name: (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid
• CAS No.: 123251-32-1
• Molecular Formula: C₂₃H₂₆O₉
• Molecular Weight: 446.454
• Mol file: 123251-32-1.mol

Synonyms:(5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid

Chemical Property of (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid

There total 2 articles about (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 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: 40.0%

(+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid (123277-20-3) → (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid (123251-32-1) + (+/-)-isopicrohernandin (84294-81-5,94425-97-5,123287-65-0,123287-66-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 45 ℃; for 24h; under 3420 Torr;

Reference yield:

(+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid lactone (123251-30-9) → (5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid (123251-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / KOH / methanol / 5 h / 50 °C

2: 24 percent / H₂ / 10percent Pd/C / ethanol / 24 h / 45 °C / 3420 Torr

With potassium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

Reference yield: 15.0%

(5R,6R,7R)-7-Hydroxymethyl-4-methoxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid (123251-32-1) → (±)-hermandin (84294-81-5,94425-97-5,123287-65-0,123287-66-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In chloroform; for 5h; Ambient temperature;

upstream raw materials:

(+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid

(+/-)-2-hydroxymethyl-5-methoxy-6,7-methylenedioxy-4-(3',4',5'-trimethoxyphenyl)-1,2-dihydro-3-naphthoic acid lactone

Downstream raw materials:

(±)-hermandin