Boc-D-HoPro-OH

Name: Boc-D-HoPro-OH
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 28697-17-8
Cat. No. CS-W014189
Purity≥97%
MDL No.MFCD00237380

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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 28697-17-8

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General Information

CAS No. 28697-17-8
Cat. No. CS-W014189
Purity ≥97%
MDL No. MFCD00237380
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₄
Molecular Weight 229.28
Synonym(s) Boc-D-Pipecolic acid
SMILES O=C([C@@H]1N(C(OC(C)(C)C)=O)CCCC1)O

Description

Boc-D-HoPro-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a protected D-homoproline scaffold. This building block integrates readily into peptide chains via standard coupling protocols, offering enhanced solubility and reduced aggregation during synthesis. The tert-butoxycarbonyl group enables straightforward deprotection under mild acidic conditions.

Application

Boc-D-HoPro-OH serves as a stable, bench-ready building block for the synthesis of peptidomimetics and bioactive oligomers. The Boc-protected D-homoproline moiety enables efficient incorporation into peptide chains with minimal racemization, offering enhanced conformational control in cyclic and linear sequences. Its robustness under standard coupling conditions and compatibility with orthogonal functional group manipulations make it ideal for iterative solid-phase and solution-phase syntheses.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  1723-00-8
- ~98%
- In-stock
  
  28697-17-8
References
- Thai, Dung L.; Sapko, Michael T.; Reiter, Clara T.; Bierer, Donald E.; Perel, James M. Journal of Medicinal Chemistry, 1998 , vol. 41, # 4 p. 591 - 601
Route2
- In-stock
  
  24424-99-5
- 138804-98-5
- ~88%
- In-stock
  
  28697-17-8
References
- Moldvai, Istvan; Doernyei, Gabor; Temesvari-Major, Eszter; Szantay, Csaba Organic Preparations and Procedures International, 2007 , vol. 39, # 5 p. 503 - 508
Route3
- 124-38-9
- In-stock
  
  75844-69-8
- ~75%
- In-stock
  
  28697-17-8
References
- Beng, Timothy K.; Gawley, Robert E. Journal of the American Chemical Society, 2010 , vol. 132, # 35 p. 12216 - 12217

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 1.8606
H_Acceptors 3
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 Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Boc-D-HoPro-OH

CAS No. 28697-17-8

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