(R)-Benzyl 3-hydroxypiperidine-1-carboxylate

Name: (R)-Benzyl 3-hydroxypiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 100858-34-2
Cat. No. CS-0038764
Purity≥97%
MDL No.MFCD11112280

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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+

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(R)-Benzyl 3-hydroxypiperidine-1-carboxylate|CS-0038764

Structure of 100858-34-2

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General Information

CAS No. 100858-34-2
Cat. No. CS-0038764
Purity ≥97%
MDL No. MFCD11112280
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₃
Molecular Weight 235.28
Synonym(s) R-1-CBZ-3-Hydroxy-piperidine
SMILES C1=CC=C(C=C1)COC(=O)N2CCC[C@H](C2)O

Description

(R)-Benzyl 3-hydroxypiperidine-1-carboxylate features a chiral piperidine core with a hydroxyl group at the 3-position, enabling stereoselective transformations in medicinal chemistry. The benzyl ester moiety provides stability and facilitates selective deprotection, streamlining access to functionalized piperidine scaffolds for drug discovery applications.

Application

(R)-Benzyl 3-hydroxypiperidine-1-carboxylate serves as a stereochemically defined building block for the synthesis of bioactive piperidine derivatives. The hydroxyl group enables direct functionalization or protection, while the benzyl ester offers convenient deprotection under standard conditions. Its stability and compatibility with diverse reaction conditions facilitate integration into medicinal chemistry workflows, particularly for constructing chiral heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  62414-68-0
- 501-53-1
- ~84%
- In-stock
  
  100858-34-2
References
- Huh, Nam; Thompson, Charles M. Tetrahedron, 1995 , vol. 51, # 21 p. 5935 - 5950
Route2
- 174621-92-2
- ~51%
- In-stock
  
  100858-34-2
References
- Tomori, Hiroshi; Shibutani, Kuniko; Ogura, Katsuyuki Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 1 p. 207 - 215
Route3
- 164472-76-8
- ~%
- In-stock
  
  100858-34-2
References
- Monterde, Maria I.; Nazabadioko, Serge; Rebolledo, Francisca; Brieva, Rosario; Gotor, Vicente Tetrahedron Asymmetry, 1999 , vol. 10, # 17 p. 3449 - 3455

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 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(R)-Benzyl 3-hydroxypiperidine-1-carboxylate

CAS No. 100858-34-2

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