Benzyl cis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: Benzyl cis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate
• CAS No.: 252770-09-5
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.298
• Mol file: 252770-09-5.mol

Synonyms:Benzylcis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate; cis-3-Amino-4-(hydroxymethyl)-N-(benzyloxycarbonyl)pyrrolidine

Chemical Property of Benzyl cis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate

Chemical Property:

• Vapor Pressure: 1.32E-07mmHg at 25°C
• Boiling Point: 414.3oC at 760 mmHg
• PKA: 14.93±0.10(Predicted)
• Flash Point: 204.3oC
• PSA: 75.79000
• Density: 1.225g/cm3
• LogP: 1.21280

Purity/Quality:

97% ^*data from raw suppliers

cis-Benzyl3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl cis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate

There total 27 articles about Benzyl cis-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate 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: 87.0%

benzyl (4aR,7aR)-2,2-dimethylhexahydropyrrolo[3,4-d][1,3]oxazine-6(4H)-carboxylate (S)-mandelate → benzyl (3R,4R)-3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate (252770-09-5,255823-06-4)

Guidance literature:

benzyl (4aR,7aR)-2,2-dimethylhexahydropyrrolo[3,4-d][1,3]oxazine-6(4H)-carboxylate (S)-mandelate; With sulfuric acid; In ethanol; at 20 ℃; for 3h;

With sodium hydroxide; In ethanol;

Reference yield: 60.0%

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate (370880-76-5) → benzyl (cis)-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate (252770-09-5,255823-06-4)

Guidance literature:

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate; In xylene; for 10h; Heating / reflux;

With acetic acid; zinc; In water; at 10 - 20 ℃; for 3.16667h;

With sodium carbonate; In water; pH=9 - 10;

Reference yield:

benzyl (cis)-2,2-dimethylhexahydropyrrolo[3,4-d][1,3]oxazine-6(4H)-carboxylate → benzyl (cis)-3-amino-4-(hydroxymethyl)-1-pyrrolidinecarboxylate (252770-08-4,252770-09-5,255823-06-4)

Guidance literature:

With hydrogen; nickel; In n-pentanol; ethanol; at 25 ℃; for 4h; under 2828.7 - 3863.02 Torr;

upstream raw materials:

sodium carbonate

zinc

(±) benzyl 3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate

benzyl N-[2-(hydroxyimino)ethyl]-N-(prop-2-en-1-yl)carbamate

Downstream raw materials:

benzyl (3R,4R)-3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate

(1R,5S)-tert-butyl 3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylate

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-methylsulfonyloxymethyl-pyrrolidine-1-carboxylate