(S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester

Base Information

• Chemical Name: (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester
• CAS No.: 132540-68-2
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397
• Mol file: 132540-68-2.mol

Synonyms:(S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester

Chemical Property of (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester

There total 14 articles about (S)-3-N,N-dibenzylamino-4-hydroxybutanoic 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: 56.0%

methanol (67-56-1) + (S)-N,N-dibenzylaspartic acid β-methyl ester (137428-31-0) → (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester (132540-68-2) + (2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol (137428-32-1)

Guidance literature:

With borane-THF; In tetrahydrofuran; 0 deg C, 60 min than reflux 4 h;

DOI:10.1002/ardp.2503240906

Reference yield: 41.0%

methanol (67-56-1) + (S)-(+)-(N,N-dibenzoylamino)-4-hydroxy-butanecarboxamide (137428-35-4) → (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester (132540-68-2) + (S)-4-dibenzylamino-γ-butyrolactone (137428-36-5)

Guidance literature:

With acetyl chloride; for 23h; Ambient temperature;

DOI:10.1002/ardp.2503240906

Reference yield: 34.0%

methyl (S)-3-dibenzylamino-4-(tert-butyldimethylsilyloxy)butanoate (613264-79-2) → (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester (132540-68-2) + (S)-4-dibenzylamino-γ-butyrolactone (137428-36-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1002/ejoc.200300199

upstream raw materials:

methanol

(S)-(+)-(N,N-dibenzoylamino)-4-hydroxy-butanecarboxamide

(S)-N,N-dibenzylaspartic acid β-methyl ester

methyl (S)-3-dibenzylamino-4-(tert-butyldimethylsilyloxy)butanoate

Downstream raw materials:

(S)-3-Dibenzylamino-4-(imidazole-1-carbothioyloxy)-butyric acid methyl ester