(S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide

Base Information

• Chemical Name: (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide
• CAS No.: 852244-94-1
• Molecular Formula: C₂₂H₂₉NO₅
• Molecular Weight: 387.476

Synonyms:(S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide

Chemical Property of (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide

There total 4 articles about (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide 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:

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran (32780-06-6) → (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide (852244-94-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / Ag₂O

2: AlMe₃ / CH₂Cl₂; hexane / 0.33 h / 0 °C

3: 1.14 g / camphorsulfonic acid / CH₂Cl₂ / 20 °C

With camphor-10-sulfonic acid; trimethylaluminum; silver(l) oxide; In hexane; dichloromethane;

DOI:10.1021/ol0504291

Reference yield:

(S)-5-Benzyloxy-4-hydroxy-pentanoic acid methoxy-methyl-amide (852245-14-8) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide (852244-94-1)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/ol0504291

Reference yield:

(5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one (32780-08-8,77697-15-5,112709-13-4,114142-20-0) → (S)-5-Benzyloxy-4-(4-methoxy-benzyloxy)-pentanoic acid methoxy-methyl-amide (852244-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: AlMe₃ / CH₂Cl₂; hexane / 0.33 h / 0 °C

2: 1.14 g / camphorsulfonic acid / CH₂Cl₂ / 20 °C

With camphor-10-sulfonic acid; trimethylaluminum; In hexane; dichloromethane;

DOI:10.1021/ol0504291

upstream raw materials:

(S)-5-Benzyloxy-4-hydroxy-pentanoic acid methoxy-methyl-amide

O-(4-methoxybenzyl)-trichloroacetimidate

(5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

Downstream raw materials:

3-((2S,3S)-3-{(2S,5S,7S)-7-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-1,6-dioxa-spiro[4.5]dec-2-yl}-2-methyl-oxiranyl)-2-hydroxy-propionic acid methyl ester

(1'E,2S,5R,7S,1''S)-(+)-7-{2''-(tert-butyldiphenylsilyloxy)-1''-methylethyl}-2-(2'-ethoxycarbonyl-2'-methyl-1'-propenyl)-1,6-dioxaspiro[4.5]decane

(2S,5S,7S,1'S,2'S,1''S)-(+)-7-{2''-(tert-butyldiphenylsilyloxy)-1''-methylethyl}-2-(1',2'-epoxy-3'-hydroxy-2'-methylprop-1'-yl)-1,6-dioxaspiro[4.5]decane

(2S,5S,7S,1''S)-(+)-2-(1'-benzyloxymethyl)-7-{2''-(tert-butyldiphenylsilyloxy)-1''-methylethyl}-1,6-dioxaspiro[4.5]decane

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