(S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester
CAS No.:100568-97-6
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:(S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

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Chemical Property of (S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

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Technology Process of (S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

There total 16 articles about (S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-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: 99.0%

: 98-88-4
benzoyl chloride

: 75712-49-1
(S)-3-Amino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

: 100568-97-6
(S)-3-Benzoylamino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

Guidance literature:: With pyridine; at 0 ℃; for 0.166667h;
DOI:10.1248/cpb.43.171

Reference yield: 90.0%

: 98-88-4
benzoyl chloride

: 125354-24-7
methyl (3S,4S,5S)-3-amino-4,5-(isopropylidenedioxy)hexanoate

: 73656-92-5,100568-95-4,100568-96-5,100568-97-6
methyl (3S,4S,5S)-3-benzoylamino-4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: With pyridine; for 14h; Ambient temperature;
DOI:10.1248/cpb.37.1446

Reference yield:

: 41167-51-5,57626-73-0,67195-07-7,73679-52-4,73679-54-6,81739-14-2,111319-77-8,85249-45-2
(4S,5S)-4-hydroxymethyl-2,2,5-trimethyl-[1,3]-dioxolane

: 73656-92-5,100568-95-4,100568-96-5,100568-97-6
methyl (3S,4S,5S)-3-benzoylamino-4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) oxalyl chloride, 2.) triethylamine / 1.) DMSO, methylene chloride, 20 min, -78 deg C, 2.) DMSO, CH₂Cl₂, -78 deg C, 20 min, warm to room temperature

2: 67 percent / sodium sulfate / CH₂Cl₂ / 15 h / Ambient temperature

3: 100 percent / zinc iodide / acetonitrile; CH₂Cl₂ / 1 h / -78 °C

4: 96 percent / hydrogen / 10percent palladium on carbon / acetic acid / 72 h / 2280 Torr / Ambient temperature

5: 90 percent / pyridine / 14 h / Ambient temperature

With pyridine; oxalyl dichloride; hydrogen; sodium sulfate; triethylamine; palladium on activated charcoal; zinc(II) iodide; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1248/cpb.37.1446