1334481-84-3

Basic information

• Product Name: tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbaMate
• Synonyms: tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbaMate;(3R,4S)-(4-Methyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester;tert-butyl ((3R,4S)-4-methylpyrrolidin-3-yl)carbamate(WX191739)
• CAS NO: 1334481-84-3
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.278
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1334481-84-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 295.1±29.0 °C(Predicted)
• Appearance: /
• Density: 1.02±0.1 g/cm3(Predicted)
• PKA: 12.39±0.40(Predicted)
• CAS DataBase Reference: tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbaMate(1334481-84-3)
• EPA Substance Registry System: tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbaMate(1334481-84-3)

Safety Data

• Hazardous Substances Data: 1334481-84-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1334481-84-3 differently. You can refer to the following data:
1. tert-Butyl ((3R,4S)-4-Methylpyrrolidin-3-yl)carbamate, can be used in the synthesis of more complex pharmaceutical compounds.
2. N-[(3R,4S)-4-Methyl-3-pyrrolidinyl]-carbamic Acid 1,1-Dimethylethyl Ester is used in the reaction and preparation of antibacterial agents.

Upstream product

• 174847-52-0 1-benzyl-3(S)-[(t-butoxycarbonyl)amino]-4(R)-methylpyrrolidine 
• 74880-20-9 3(S)-amino-l-benzyl-4(S)-methylpyrrolidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 181230-28-4 1-benzyl-3(S)-[(t-butoxycarbonyl)amino] - 4(R)-methylpyrrolidine 
• 869956-21-8 (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-(phenylsulfanil)methylpyrrolidine 
• 178755-12-9 (2S,3R-)-2-[N-Benzyl-N-(9-phenylfluoren-9-yl)]amino-3-methylbutane-1,4-diol 
• 149598-23-2 (2S,3R)-2-(tert-butoxycarbonyl)amino-1,4-bis(methanesulfonyloxy)-3-methylbutane 
• 149598-21-0 (2S,3R)-2-(tert-butoxycarbonyl)amino-3-methylbutane-1,4-diol 
• 178899-79-1 (2S,3R)-2-amino-3-methylbutane-1,4-diol 
• 127199-52-4 (3S,4S)-1-benzyl-3-(tert-butoxycarbonyl)amino-4-methylpyrrolidine 
• 150336-29-1 1-benzyl-3(R)-[(t-butoxycarbonyl)amino] - 4(S)-methylpyrrolidine 

Downstream Products

• 1610704-01-2 benzyl (3R,4S)-3-((tert-butoxycarbonyl)amino)-4-methylpyrrolidine-1-carboxylate 
• 1610704-00-1 (3S,4R)-3-tert-butoxycarbonyl-4-methylpyrrolidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

SUBSTITUTED PYRROLIDINE DERIVATIVE

The present invention contemplates provision of a quinolone antibacterial agent and a drug for the treatment of infectious diseases, which exhibit potent antibacterial activity and higher selective toxicity against Gram-positive and Gram-negative bacteria

Quinoline carboxylic acid

5-Amino-7-((3S,4S)-3-amino-4-methyl (or ethyl)-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acid or a pharmacologically acceptable salt thereof represented by the following formula wherein asymmetric carbon atoms

A large-scale preparation of (3S,4S)-3-(tert-butoxycarbonyl)amino-4-methylpyrrolidine and its analogs from L-aspartic acid

(3S,4S)-3-(tert-Butoxycarbonyl)amino-4-methylpyrrolidine (12a) was synthesized from L-aspartic acid (4) on a large scale. Methylation of dimethyl (2S)-N-benzyl-N-(9-phenylfluoren-9-yl)aspartate (5), easily derived from 4, with methyl iodide gave (3R)-3-methylaspartate (6a) in 91% yield with high diastereoselectivity. Reduction of 6a with lithium aluminum hydride, followed by hydrogenolysis, protection with di-tert-butyl dicarbonate, and mesylation gave 10a in 89% overall yield. Subsequently, reaction of 10a with benzylamine under a nitrogen atmosphere at room temperature, followed by hydrogenolysis, gave the target compound (12a) in 65% overall yield. In a similar manner to that described for the preparation of 12a from 5, compound 5 was converted into 4-ethyl and 4-propyl derivatives (12b,c) in 34% and 38% overall yields.