(S)-N-Methylpyrrolidine-2-methanol

Name: (S)-N-Methylpyrrolidine-2-methanol
Brand: ChemScene
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CAS No. 34381-71-0
Cat. No. CS-0030792
Purity≥97%
MDL No.MFCD00011727

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-N-Methylpyrrolidine-2-methanol|CS-0030792

Structure of 34381-71-0

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General Information

CAS No. 34381-71-0
Cat. No. CS-0030792
Purity ≥97%
MDL No. MFCD00011727
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₃NO
Molecular Weight 115.17
Synonym(s) P-Tolylsulfonylmethylnitrosamide diazald
SMILES OC[C@H]1N(CCC1)C

Description

Precursor to phosphine ligands for catalytic asymmetric Grignard cross-coupling reactions.

Application

(S)-N-Methylpyrrolidine-2-methanol serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its pendant hydroxyl group facilitates derivatization via esterification, etherification, or oxidation, while the tertiary amine supports salt formation and solubility enhancement. The molecule exhibits excellent bench stability and functional group tolerance, making it well-suited for modular synthesis workflows and scale-up applications.

Synthesis

Route1
- 147-85-3
- ~57%
- In-stock
  
  34381-71-0
References
- Philip Morris, Incorporated Patent: US4321387 A1, 1982 ;
Route2
- 50-00-0
- In-stock
  
  23356-96-9
- ~66%
- In-stock
  
  34381-71-0
References
- Zhu, Liangbo; Cheng, Liang; Zhang, Yuxi; Xie, Rugang; You, Jingsong Journal of Organic Chemistry, 2007 , vol. 72, # 8 p. 2737 - 2743
Route3
- In-stock
  
  59936-29-7
- ~87%
- In-stock
  
  34381-71-0
References
- Leyendecker, Francois; Jesser, Francis; Laucher, Dominique Tetrahedron Letters, 1983 , vol. 24, # 33 p. 3513 - 3516

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 23.47
LogP 0.0729
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Life Science Amino Acids and their Derivatives Proline and derivatives

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Drug Discovery Cancer KRAS

Key Words

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(S)-N-Methylpyrrolidine-2-methanol

CAS No. 34381-71-0

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