(S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester
• CAS No.: 172339-02-5
• Molecular Formula: C₃₁H₄₉NO₇
• Molecular Weight: 547.733

Synonyms:(S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

Chemical Property of (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

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Technology Process of (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

There total 1 articles about (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester 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:

n-undecyltriphenylphosphonium bromide (60669-22-9) + (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-(2-oxo-ethyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester → (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester (172339-02-5) + (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((E)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester (172339-01-4)

Guidance literature:

With n-butyllithium; Multistep reaction; 1.) THF;

DOI:10.1248/cpb.42.2662

Reference yield: 72.5%

(S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester (172339-02-5) → N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide (162600-44-4)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; water; for 2h; Heating;

DOI:10.1248/cpb.43.1647

upstream raw materials:

n-undecyltriphenylphosphonium bromide

Downstream raw materials:

N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

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