Z-Prolinol

Name: Z-Prolinol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 6216-63-3
Cat. No. CS-W010329
Purity≥97%
MDL No.MFCD02683224

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 6216-63-3

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General Information

CAS No. 6216-63-3
Cat. No. CS-W010329
Purity ≥97%
MDL No. MFCD02683224
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₃
Molecular Weight 235.28
Synonym(s) N-Cbz-L-prolinol
SMILES OC[C@H]1N(C(OCC2=CC=CC=C2)=O)CCC1

Description

Z-Prolinol combines a chiral prolinol scaffold with a benzoyloxymethyl (Z) protecting group, delivering a bench-stable building block for asymmetric synthesis. This configuration enables stereocontrolled functionalization in peptide mimetics and natural product derivatization, offering predictable diastereoselectivity under standard conditions.

Application

Z-Prolinol serves as a versatile chiral building block in asymmetric synthesis, enabling efficient construction of proline-derived scaffolds. Its well-defined stereochemistry and bench-stable N-protected form facilitate reliable use in peptide coupling, catalytic transformations, and heterocycle formation. The Z group enhances solubility and simplifies purification, while the hydroxyl functionality supports orthogonal derivatization for complex molecule assembly.

Synthesis

Route1
- 501-53-1
- In-stock
  
  23356-96-9
- ~94%
- In-stock
  
  6216-63-3
References
- Bhat, Chinmay; Tilve, Santosh G. Tetrahedron Letters, 2011 , vol. 52, # 49 p. 6566 - 6568
Route2
- 7664-93-9
- In-stock
  
  1148-11-4
- ~88%
- In-stock
  
  6216-63-3
References
- Abbott Laboratories Patent: US5516912 A1, 1996 ;
Route3
- In-stock
  
  5211-23-4
- ~99%
- In-stock
  
  6216-63-3
References
- Nurdinov, R.; Liepin'sh, E. E.; Kalvin'sh, I. Ya. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1993 , vol. 29, # 11 p. 1352 - 1357 Khimiya Geterotsiklicheskikh Soedinenii, 1993 , # 11 p. 1567 - 1573

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-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 49.77
LogP 1.7799
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

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Z-Prolinol

CAS No. 6216-63-3

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