(S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid

Base Information

• Chemical Name: (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid
• CAS No.: 143381-57-1
• Molecular Formula: C₁₈H₂₇NO₇
• Molecular Weight: 369.415
• Mol file: 143381-57-1.mol

Synonyms:(S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid

Chemical Property of (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid

There total 2 articles about (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid 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: 89.0%

(S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid tert-butyl ester (143381-53-7) → (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid (143381-57-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature;

DOI:10.1246/cl.1992.1349

Reference yield:

(4S,5S)-4,5-Dimethoxymethyl-2-(N-p-methoxyphenyl)iminomethyl-2-methyl-1,3-dioxolane (139308-00-2) → (S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid (143381-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, -78 deg C, 2.) THF, -40 deg C, 3.5 h

2: 89 percent / trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

With trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane;

DOI:10.1246/cl.1992.1349

Reference yield: 75.0%

(S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid (143381-57-1) → (4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-2-azetidinone (139308-11-5)

Guidance literature:

With triphenylphosphine-dipyridyl disulfide; In acetonitrile; at 55 ℃;

DOI:10.1246/cl.1992.1349

upstream raw materials:

(S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-propionic acid tert-butyl ester

(4S,5S)-4,5-Dimethoxymethyl-2-(N-p-methoxyphenyl)iminomethyl-2-methyl-1,3-dioxolane

Downstream raw materials:

(4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-2-azetidinone