Methyl tosylglycinate

Name: Methyl tosylglycinate
Brand: ChemScene
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CAS No. 2645-02-5
Cat. No. CS-W005546
Purity≥98%
MDL No.None

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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+
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Structure of 2645-02-5

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General Information

CAS No. 2645-02-5
Cat. No. CS-W005546
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃NO₄S
Molecular Weight 243.28
Synonym(s) Methyl 2-(4-methylphenylsulfonamido)acetate
SMILES O=C(OC)CNS(=O)(C1=CC=C(C)C=C1)=O

Description

Methyl tosylglycinate serves as a stable, bench-ready glycine equivalent for peptide synthesis. Featuring a protected α-amino group and a methyl ester functionality, it integrates seamlessly into coupling protocols. The tosyl moiety enhances solubility and facilitates selective deprotection, enabling efficient chain elongation under standard conditions.

Application

Methyl tosylglycinate serves as a stable, bench-ready synthon for glycine equivalents in peptide coupling and heterocycle synthesis. Its N-tosyl protection provides excellent functional group tolerance and facilitates selective C–H activation or nucleophilic substitution reactions. The methyl ester enables straightforward derivatization, while the tosyl group aids in purification and isolation. This reagent functions reliably in standard amide bond formation protocols and supports the construction of diverse peptidomimetic scaffolds under mild conditions.

Synthesis

Route1
- 67-56-1
- In-stock
  
  1080-44-0
- ~97%
- In-stock
  
  2645-02-5
References
- ADDEX PHARMACEUTICALS SA Patent: WO2006/123257 A2, 2006 ; Location in patent: Page/Page column 77 ; WO 2006/123257 A2
Route2
- In-stock
  
  5680-79-5
- 98-59-9
- ~98%
- In-stock
  
  2645-02-5
References
- Yip, Kai-Tai; Li, Jin-Heng; Lee, On-Yi; Yang, Dan Organic Letters, 2005 , vol. 7, # 25 p. 5717 - 5719
Route3
- 21978-63-2
- 616-34-2
- ~70%
- In-stock
  
  2645-02-5
References
- Palakurthy, Nani Babu; Mandal, Bhubaneswar Tetrahedron Letters, 2011 , vol. 52, # 52 p. 7132 - 7134

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 72.47
LogP 0.44632
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Sulfonamide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Methyl tosylglycinate

CAS No. 2645-02-5

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