tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate

Name: tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 365996-05-0
Cat. No. CS-D1307
Purity≥96%
MDL No.MFCD08448157

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tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate|CS-D1307

Structure of 365996-05-0

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General Information

CAS No. 365996-05-0
Cat. No. CS-D1307
Purity ≥96%
MDL No. MFCD08448157
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇N₃O₂S
Molecular Weight None
Synonym(s) tert-Butyl2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate
SMILES O=C(N1CCC2=C(SC(N)=N2)C1)OC(C)(C)C

Description

tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate features a fused thiazolopyridine core with a bench-stable tert-butyl ester and primary amine handle. This versatile scaffold integrates readily into medicinal chemistry campaigns, offering enhanced solubility and metabolic stability. The electron-rich heterocycle supports efficient coupling reactions and serves as a key intermediate in developing kinase inhibitors and bioactive small molecules.

Application

tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and process development. The molecule combines a reducible thiazolopyridine core with a protected amine and ester functionality, enabling sequential transformations. Its bench-stable tert-butyl carbamate group facilitates selective deprotection, while the dihydrothiazole scaffold participates reliably in cross-coupling and cyclization reactions. Functions as a key intermediate in the synthesis of bioactive scaffolds requiring nitrogen-rich, fused heterocycles.

Synthesis

Route1
- In-stock
  
  420-04-2
- 207691-65-4
- ~%
- In-stock
  
  365996-05-0
References
- EP1405852 A1, ; Page 65 ; EP 1405852 A1
Route2
- In-stock
  
  60-35-5
- 79099-07-3
- ~%
- In-stock
  
  365996-05-0
References
- WO2008/86047 A1, ; Page/Page column 127-128 ; WO 2008/086047 A1
Route3
- In-stock
  
  420-04-2
- 79099-07-3
- ~62%
- In-stock
  
  365996-05-0
References
- Haginoya, Noriyasu; Komoriya, Satoshi; Osanai, Ken; Yoshino, Toshiharu; Nagata, Tsutomu; Nagamochi, Masatoshi; Muto, Ryo; Yamaguchi, Mitsuhiro; Nagahara, Takayasu; Kanno, Hideyuki Heterocycles, 2004 , vol. 63, # 7 p. 1555 - 1561

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-H312-H315-H319-H332-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 68.45
LogP 2.0185
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

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tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5-(4H)-carboxylate

CAS No. 365996-05-0

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