1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate

Name: 1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 406212-51-9
Cat. No. CS-0102801
Purity≥97%
MDL No.MFCD18651699

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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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1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate|CS-0102801

Structure of 406212-51-9

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General Information

CAS No. 406212-51-9
Cat. No. CS-0102801
Purity ≥97%
MDL No. MFCD18651699
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₅
Molecular Weight 259.30
Synonym(s) Methyl N-Boc-4-hydroxypiperidine-3-carboxylate
SMILES O=C(OC(C)(C)C)N1CC(C(CC1)O)C(OC)=O

Description

1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate features a sterically hindered piperidine core with orthogonal functional handles: a bench-stable hydroxyl group and two ester moieties. This configuration enables selective derivatization in complex molecule synthesis, particularly in medicinal chemistry scaffolds requiring controlled polarity and metabolic stability.

Application

1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate serves as a versatile chiral building block for the synthesis of piperidine-based pharmaceutical intermediates. The molecule features a protected hydroxyl group and two ester functionalities that enable selective derivatization, including reductive deprotection, nucleophilic substitution, and transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for medicinal chemistry campaigns requiring stereocontrolled piperidine scaffold construction.

Synthesis

Route1
- 161491-24-3
- ~92%
- In-stock
  
  406212-51-9
References
- Bayer Aktiengesellschaft Patent: US6562811 B1, 2003 ;
Route2
- In-stock
  
  24424-99-5
- 959958-24-8
- ~%
- In-stock
  
  406212-51-9
References
- HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo Patent: WO2012/167423 A1, 2012 ; Location in patent: Page/Page column 45 ; WO 2012/167423 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 76.07
LogP 0.7773
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate

CAS No. 406212-51-9

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