methyl benzhydroxyminoformyl (S)-prolinate

Base Information

• Chemical Name: methyl benzhydroxyminoformyl (S)-prolinate
• CAS No.: 124695-01-8
• Molecular Formula: C₁₄H₁₆N₂O₄
• Molecular Weight: 276.292
• Mol file: 124695-01-8.mol

Synonyms:

Chemical Property of methyl benzhydroxyminoformyl (S)-prolinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl benzhydroxyminoformyl (S)-prolinate

There total 2 articles about methyl benzhydroxyminoformyl (S)-prolinate 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: 64.0%

methanol (67-56-1) + (S)-1-{2-[(E)-Hydroxyimino]-2-phenyl-acetyl}-pyrrolidine-2-carboxylic acid → methyl benzhydroxyminoformyl (S)-prolinate (124695-01-8)

Guidance literature:

With thionyl chloride; 0 deg C (1 h) than reflux (2 h);

DOI:10.1016/S0040-4020(01)89496-5

Reference yield:

S-(-)-N-benzoylformylproline (124778-23-0) → methyl benzhydroxyminoformyl (S)-prolinate (124695-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂NOH_.HCl, NaHCO₃ / methanol; H₂O / 48 h / Ambient temperature

2: 64 percent / SOCl₂ / 0 deg C (1 h) than reflux (2 h)

With thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; In methanol; water;

DOI:10.1016/S0040-4020(01)89496-5

Reference yield:

methyl benzhydroxyminoformyl (S)-prolinate (124695-01-8) → (SS) pyrrolo <1,2a> 3-phenyl 1,4-diketopiperazine (501648-40-4) + (RS) pyrrolo <1,2a> 3-phenyl 1,4-diketopiperazine (124674-43-7)

Guidance literature:

With sulfuric acid; In ethanol; water; Product distribution; Mechanism; electroreduction under various conditions; diastereoselectivity of the rduction;

DOI:10.1016/S0040-4020(01)89496-5

upstream raw materials:

methanol

S-(-)-N-benzoylformylproline

Downstream raw materials:

(SS) pyrrolo <1,2a> 3-phenyl 1,4-diketopiperazine

(RS) pyrrolo <1,2a> 3-phenyl 1,4-diketopiperazine