(R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester

Base Information

• Chemical Name: (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester
• CAS No.: 86961-13-9
• Molecular Formula: C₁₈H₂₅NO₆S
• Molecular Weight: 383.466
• Mol file: 86961-13-9.mol

Synonyms:(R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester

Chemical Property of (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester

There total 6 articles about (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl 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: 36.0%

(R)-(+)-Methyl 3-mercapto-2-methylpropionate (86961-09-3) + benzyl (R)-N-carbethoxyaziridinecarboxaldehyde → (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester (86961-13-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 36h; Ambient temperature;

DOI:10.1021/ja00294a051

Reference yield:

3-hydroxy-(2S)-methylpropionate (80657-57-4,42998-03-8) → (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester (86961-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / diethylazodicarboxylate, triphenylphosphine / tetrahydrofuran / 0 deg C, 1 h, RT_.

2: 93 percent / NaOMe / methanol / 0.25 h / Ambient temperature

3: 36 percent / boron trifluoride etherate / CH₂Cl₂ / 36 h / Ambient temperature

With boron trifluoride diethyl etherate; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00294a051

Reference yield:

methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate (86961-07-1,92065-73-1) → (R)-2-Ethoxycarbonylamino-3-((S)-2-methoxycarbonyl-propylsulfanyl)-propionic acid benzyl ester (86961-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaOMe / methanol / 0.25 h / Ambient temperature

2: 36 percent / boron trifluoride etherate / CH₂Cl₂ / 36 h / Ambient temperature

With boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/ja00294a051

upstream raw materials:

(R)-(+)-Methyl 3-mercapto-2-methylpropionate

3-hydroxy-(2S)-methylpropionate

methyl (R)-(+)-3-(acetylthio)-2-methylpropanoate

benzyl (R)-aziridine-2-carboxylate