Boc-D-Pyr-Oet

Name: Boc-D-Pyr-Oet
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 144978-35-8
Cat. No. CS-W003605
Purity≥97%
MDL No.MFCD09261329

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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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Structure of 144978-35-8

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General Information

CAS No. 144978-35-8
Cat. No. CS-W003605
Purity ≥97%
MDL No. MFCD09261329
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₅
Molecular Weight 257.28
Synonym(s) N-Boc-D-pyroglutamic acid ethyl ester
SMILES CCOC(=O)[C@H]1CCC(=O)N1C(=O)OC(C)(C)C

Description

Boc-D-Pyr-Oet features a protected D-pyrrolidine moiety linked to an ethyl ester, offering a stable, bench-ready scaffold for peptide synthesis. This derivative enables efficient incorporation of pyrrolidine-based residues into complex sequences under standard conditions.

Application

Boc-D-Pyr-Oet serves as a versatile building block for the synthesis of D-proline-containing peptides and heterocyclic scaffolds. The Boc group provides excellent stability under basic conditions and facilitates straightforward deprotection during peptide elongation. Its pyrrolidine core enables efficient incorporation into bioactive molecules, while the Oet (ethoxycarbonyl) side chain offers compatibility with standard coupling protocols and orthogonal functionalization strategies in complex molecule assembly.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  7149-65-7
- ~99%
- In-stock
  
  144978-35-8
References
- Bristol-Myers Squibb Company Patent: US2008/9497 A1, 2008 ; Location in patent: Page/Page column 70-71 ; US 20080009497 A1
Route2
- In-stock
  
  24424-99-5
- 122-51-0
- In-stock
  
  98-79-3
- ~58%
- In-stock
  
  144978-35-8
References
- EXELIXIS, INC.; IBRAHIM, Mohamed, Abdulkader; JEONG, Joon, Won; JOHNSON, Henry William, Beecroft; KEARNEY, Patrick; LEAHY, James, W.; LEWIS, Gary, L.; NOGUCHI, Robin, Tammie; NUSS, John, M. Patent: WO2010/45580 A1, 2010 ; Location in patent: Page/Page column 87-88 ; WO 2010/045580 A1
Route3
- In-stock
  
  7149-65-7
- ~%
- In-stock
  
  144978-35-8
References
- US2002/198255 A1, ; US 20020198255 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 72.91
LogP 1.4756
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Building Blocks Functional Group Boc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Chemical Biology Peptide Chemistry Amine Protection

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

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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Boc-D-Pyr-Oet

CAS No. 144978-35-8

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