N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide

Base Information

• Chemical Name: N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide
• CAS No.: 127951-26-2
• Molecular Formula: C₂₀H₂₃NO₈
• Molecular Weight: 405.405

Synonyms:N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide

Chemical Property of N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide

Chemical Property:

Purity/Quality:

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Technology Process of N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide

There total 5 articles about N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide 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: 91.0%

3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester (127975-27-3) → N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide (127951-26-2)

Guidance literature:

With lithium borohydride; In 1,2-dimethoxyethane; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(01)80682-1

Reference yield:

3,4-(methylenedioxy)benzoyl chloride (25054-53-9) → N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide (127951-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / -70 deg C, HMPA

2: 91 percent / LiBH₄ / 1,2-dimethoxy-ethane / 12 h / Ambient temperature

With lithium borohydride; lithium diisopropyl amide; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(01)80682-1

Reference yield:

ethyl ((3,4,5-trimethoxybenzoyl)amino)acetate (92502-39-1) → N-((1R,2S)-2-Benzo[1,3]dioxol-5-yl-2-hydroxy-1-hydroxymethyl-ethyl)-3,4,5-trimethoxy-benzamide (127951-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / -70 deg C, HMPA

2: 91 percent / LiBH₄ / 1,2-dimethoxy-ethane / 12 h / Ambient temperature

With lithium borohydride; lithium diisopropyl amide; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(01)80682-1

upstream raw materials:

3-Benzo[1,3]dioxol-5-yl-3-oxo-2-(3,4,5-trimethoxy-benzoylamino)-propionic acid ethyl ester

3,4-(methylenedioxy)benzoyl chloride

ethyl ((3,4,5-trimethoxybenzoyl)amino)acetate

5-benzo[1,3]dioxol-5-yloxazole-4-carboxylic acid ethyl ester

Downstream raw materials:

N-((4R,5S)-4-Benzo[1,3]dioxol-5-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-3,4,5-trimethoxy-benzamide

(5R,7S,8R)-7-Hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-8-ol; hydrochloride

(4aS,6R,11bR)-2,2-Dimethyl-6-(3,4,5-trimethoxy-phenyl)-4a,5,6,11b-tetrahydro-4H-1,3,8,10-tetraoxa-5-aza-cyclopenta[b]phenanthrene

(4aR,11bS)-2,2-Dimethyl-6-(3,4,5-trimethoxy-phenyl)-4a,11b-dihydro-4H-1,3,8,10-tetraoxa-5-aza-cyclopenta[b]phenanthrene

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