(S)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-CYANOPROPANOATE

Base Information

• Chemical Name: (S)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-CYANOPROPANOATE
• CAS No.: 147091-71-2
• Molecular Formula: C10H16N2O4
• Molecular Weight: 228.24500
• Mol file: 147091-71-2.mol

Synonyms:

Chemical Property of (S)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-CYANOPROPANOATE

Chemical Property:

• PSA: 88.42000
• LogP: 1.35728

Purity/Quality:

97% ^*data from raw suppliers

(R)-Methyl2-((tert-butoxycarbonyl)amino)-3-cyanopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-CYANOPROPANOATE

There total 1 articles about (S)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-CYANOPROPANOATE 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:

methanol (67-56-1) + (2R)-2-[(tert-butoxycarbonyl)amino]-3-cyanopropionic acid → (R)-2-tert-Butoxycarbonylamino-3-cyano-propionic acid methyl ester (147091-71-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/0960-894X(96)00028-5

Reference yield:

(R)-2-tert-Butoxycarbonylamino-3-cyano-propionic acid methyl ester (147091-71-2) → (R)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-4-(2,4-dioxo-1,3-diaza-spiro[4.4]non-3-yl)-butyric acid methyl ester

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, HCl / Pd/C / methanol

2: 60 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine / dimethylformamide

3: H₂ / Pd/C / methanol

4: diisopropylethylamine / toluene; CHCl₃

5: HCl / dioxane

6: diisopropylethylamine / CH₂Cl₂

With hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0960-894X(96)00028-5

Reference yield:

(R)-2-tert-Butoxycarbonylamino-3-cyano-propionic acid methyl ester (147091-71-2) → (S)-2-{(R)-3-[(1H-Indole-2-carbonyl)-amino]-1-methoxycarbonyl-propylamino}-4-phenyl-butyric acid

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, HCl / Pd/C / methanol

2: 1.) benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate, diisopropylethylamine, 2.) HCl / 1.) DMF, 2.) dioxane

3: diisopropylethylamine / CH₂Cl₂

4: H₂ / Pd/C / propan-2-ol

With hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1016/0960-894X(96)00028-5

upstream raw materials:

methanol

Downstream raw materials:

Methyl 2(R)-(1(S)-carboxy-3-phenylpropylamino)-4-(p-toluenesulfonylamino)butyrate

(R)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-4-(toluene-4-sulfonylamino)-butyric acid methyl ester