3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester

Base Information

• Chemical Name: 3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester
• CAS No.: 190896-79-8
• Molecular Formula: C₁₈H₂₃NO₆
• Molecular Weight: 349.384
• Mol file: 190896-79-8.mol

Synonyms:3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester

Chemical Property of 3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester

There total 1 articles about 3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl 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: 14.0%

(2S,5S)-5-Allyl-1-benzoyl-2-tert-butyl-3-methyl-imidazolidin-4-one (157401-59-7) + butyl glyoxalate (6295-06-3) → 3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester (190896-79-8) + 5-(3-benzoyl-2(S)-tert-butyl-1-methyl-5-oxoimidazolidin-4(S)-yl)-2(S)-hydroxypent-4-enoic acid butyl ester + benzoic acid 3-(butoxycarbonyl)-1-[(2(R)-tert-butyl-1-methyl-5-oxoimidazolidin-4(S)-yl)methyl]-3(S)-hydroxypropyl ester

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -20 ℃; for 3h; further conditions;

DOI:10.1021/jo970307p

Reference yield: 86.0%

3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester (190896-79-8) → (2S,4S,6S)-2-(benzoylamino)-4,6-dihydroxyheptanoic acid

Guidance literature:

With barium dihydroxide; In methanol; for 1.5h; Ambient temperature;

DOI:10.1021/jo970307p

Reference yield: 86.0%

3-[4(S)-(benzoylamino)-5-oxo-tetrahydrofuran-2(S)-yl]-2(S)-hydroxypropionic acid butyl ester (190896-79-8) → (2S,4S,6S)-2-amino-4,6-dihydroxyheptanedioic acid + (2S,4S,6S)-4,6-dihydroxy-7-oxoazepane-2-carboxylic acid

Guidance literature:

With hydrogenchloride; at 120 ℃; for 3h; Yields of byproduct given;

DOI:10.1021/jo970307p

upstream raw materials:

(2S,5S)-5-Allyl-1-benzoyl-2-tert-butyl-3-methyl-imidazolidin-4-one

butyl glyoxalate