(5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide

Base Information

• Chemical Name: (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide
• CAS No.: 77516-03-1
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.455

Synonyms:(5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide

Chemical Property of (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide

Chemical Property:

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Technology Process of (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide

There total 11 articles about (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide 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: 86.0%

C26H31NO5S2 (77516-02-0) → (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide (77516-03-1)

Guidance literature:

With boron trifluoride diethyl etherate; mercury(II) oxide; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1016/0040-4039(80)80150-X

Reference yield:

(5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide (77516-03-1) → (5S,6R,7S)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide (77516-03-1)

Guidance literature:

With trifluoroacetic acid; at 55 - 60 ℃; for 2h; Yield given;

DOI:10.1016/0040-4039(80)80150-X

Reference yield:

N,N-dimethylcrotonamide (14064-75-6,97253-76-4,23135-18-4) → (5S,6R,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide (77516-03-1)

Guidance literature:

Multi-step reaction with 3 steps

2: 86 percent / TFA / 16 h / Ambient temperature

3: 86 percent / HgO/BF₃*Et₂O / tetrahydrofuran / 20 h / Ambient temperature

With boron trifluoride diethyl etherate; trifluoroacetic acid; mercury(II) oxide; In tetrahydrofuran;

DOI:10.1016/0040-4039(80)80150-X

upstream raw materials:

C₂₆H₃₁NO₅S₂

N,N-dimethylcrotonamide

2-(3,4-methylenedioxyphenyl)-1,3-dithiane

(2S,3R)-3-(2-Benzo[1,3]dioxol-5-yl-[1,3]dithian-2-yl)-2-[(R)-(3,4-dimethoxy-phenyl)-hydroxy-methyl]-N,N-dimethyl-butyramide

Downstream raw materials:

(5S,6S,7R)-5-(3,4-Dimethoxy-phenyl)-7-methyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid dimethylamide

(±)-galcatin

4-((5R,6R,7S)-6,7-Dimethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxol-5-yl)-2-methoxy-phenol

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