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156038-84-5

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156038-84-5 Usage

General Description

(S,S)-N-Boc-2,5-dimethylpyrrolidine is a chemical compound with the molecular formula C13H25NO2. It is an N-Boc-protected, chiral pyrrolidine derivative that is widely used as a building block in organic synthesis and pharmaceutical research. The compound features a Boc (tert-butoxycarbonyl) group attached to the nitrogen atom of the pyrrolidine ring, making it a valuable intermediate for the preparation of various biologically active compounds and pharmaceutical agents. Its chirality and unique structure make it a useful tool for the production of chiral drug molecules and other complex organic compounds in the field of medicinal chemistry and drug development.

Check Digit Verification of cas no

The CAS Registry Mumber 156038-84-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,6,0,3 and 8 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 156038-84:
(8*1)+(7*5)+(6*6)+(5*0)+(4*3)+(3*8)+(2*8)+(1*4)=135
135 % 10 = 5
So 156038-84-5 is a valid CAS Registry Number.

156038-84-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl (2S,5S)-2,5-dimethylpyrrolidine-1-carboxylate

1.2 Other means of identification

Product number -
Other names (S,S)-N-Boc-2,5-dimethylpyrrolidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:156038-84-5 SDS

156038-84-5Downstream Products

156038-84-5Relevant articles and documents

Complex induced proximity effects: Enantioselective syntheses based on asymmetric deprotonations of N-Boc-pyrrolidines

Beak, Peter,Kerrick, Shawn T.,Wu, Shengde,Chu, Jingxi

, p. 3231 - 3239 (2007/10/02)

Lithiation of N-Boc-pyrrolidine (6) with sec-butyllithium (s-BuLi)/(-)-sparteine (14) effects an asymmetric deprotonation to give (S)-2-lithio-N-Boc-pyrrolidine ((S)-22), which reacts with electrophiles to provide the 2-substituted N-Boc-pyrrolidines 7-11 and 13 in enantiomeric excesses which generally are >90%. In the lithiation-silylation of 6 the chiral ligand 15 gives 7 with a lower enantiomeric excess and chiral ligands 16 and 17 give 7 with lower and opposite enantiomeric excesses than that obtained with 14. Diastereoselective amplification operates in a sequential lithiation-substitution sequence to provide the conversion of (S)-2-methyl-N-Boc-pyrrolidine ((S)-10) of 95% enantiomeric excess with s-BuLi/14 to (S,S)-2,5-dimethyl-N-Boc-pyrrolidine ((S,S)-19) with >99% enantiomeric excess. Synthetic preparations of a useful chiral ligand, (R)-α,α-diphenyl-2-pyrrolidine ((R)-20), and a useful chiral auxiliary, (S,S)-2,5-dimethylpyrrolidine hydrochloride ((S,S)-21), are reported. Reactions of racemic and enantioenriched 2-lithio-N-Boc-pyrrolidine and investigation of sequential lithiations-deuterations of 6 establish the reaction pathway to be asymmetric deprotonation rather than asymmetric substitution. A rationalization for the enantioselective deprotonation is provided.

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