951173-22-1

Basic information

• Product Name: (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid
• Synonyms: (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid;cis-2-{[(tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid;rel-(1R,2S)-2-((tert-butoxycarbonyl)amino)cyclobutane-1-carboxylic acid;cis-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid
• CAS NO: 951173-22-1
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.24628
• Mol File: 951173-22-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid(951173-22-1)
• EPA Substance Registry System: (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid(951173-22-1)

Safety Data

• Hazardous Substances Data: 951173-22-1(Hazardous Substances Data)

Usage

General Description

The chemical compound (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid, also known as Boc-L-trans-2-aminocyclobutanecarboxylic acid, is a derivative of cyclic amino acid. It is commonly used in peptide synthesis and as a building block for pharmaceuticals and bioactive compounds. The tert-Butoxycarbonyl (Boc) protecting group on the amino group allows for selective deprotection and functionalization of the carboxylic acid moiety, making it a valuable tool in organic synthesis. (+/-)-(1S,2R)-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid is also used as a chiral building block in the production of new drugs and chemical compounds due to its unique structure and properties.

Upstream product

• 88335-88-0 (1S,2R)-cis-2-methoxycarbonyl-cyclobutane-1-carboxylic acid 
• 951173-24-3 methyl (+)-(1S,2R)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 
• 1140194-61-1 (+)-(1S,2R)-2-(t-butyloxycarbonylamino)cyclobutane-carboxamide 
• 951173-22-1 (+)-(1S,2R)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 1140194-63-3 (-)-(1R,2S)-2-(t-butyloxycarbonylamino)cyclobutane-carboxamide 
• 868364-62-9 methyl (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 
• 868364-63-0 (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 221158-92-5 methyl 2-azidocarbonyl-(1R,2S)-cyclobutane-1-carboxylate 
• 402848-96-8 tert-butyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1333084-20-0 (4S,5R)-N-[(1R,2S)-2-(t-butyloxycarbonylamino)cyclobutanecarbonyl]-4-methyl-5-phenyl-1,3-oxazolidin-2-one 
• 951173-22-1 (+/-)-cis-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 951173-24-3 methyl (+)-trans-2-[(tert-butyloxycarbonyl)amino]cyclobutane-1-carboxylate 
• 517913-95-0 tert-butyl (1S,2R)-2-(((benzyloxy)carbonyl)amino)cyclobutanecarboxylate 

Downstream Products

• 951173-24-3 methyl (+/-)-cis-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 
• 951173-24-3 methyl (+)-(1S,2R)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 
• 868364-62-9 methyl (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylate 
• 84585-76-2 (+/-)-trans-2-aminocyclobutanecarboxylic acid 
• 84585-76-2 (-)-(1R,2R)-2-aminocyclobutanecarboxylic acid 
• 84585-76-2 (+)-(1S,2S)-2-aminocyclobutanecarboxylic acid 
• 868364-63-0 (-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 951173-22-1 (+)-(1S,2R)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 951173-22-1 (+)-(1R,2R)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 951173-22-1 (-)-(1S,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid 
• 1374222-18-0 tert-butyl N-[(1S,2S)-2-aminocyclobutyl]carbamate 

Relevant articles and documents

Prevalence of Eight-membered hydrogen-bonded rings in some bis(cyclobutane) β-dipeptides including residues with trans stereochemistry

Three new bis(cyclobutane) β-dipeptides have been synthesized from appropriate derivatives of cis- and trans-2-aminocyclobutane-1-carboxylic acid, respectively. The predominance of eight-membered hydrogen-bonded rings has been manifested for (trans,trans)- and (trans,cis)-β- dipeptides while the formation of six-membered rings is preferred for the (cis,trans)- β-dipeptide similarly to the previously described (cis,cis)-diastereomer.

A refined synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids

The synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids has been refined to improve both the efficiency and the simplicity. These improvements provide a shorter and easier access to the racemic cis-cyclobutane β-amino acid core. Derivatization of this material with a chiral non-racemic oxazolidin-2-one allows easy diastereoisomeric separation and presents the advantage of allowing the non-destructive cleavage of the chiral auxiliary either by hydrolysis or by ammonolysis, thus providing an efficacious access to N-protected derivatives of all four stereoisomers of Boc-2-aminocyclobutanecarboxylic acid.

PIPERIDINE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

The present application describes modulators of MIP-1 of formula (I) : or stereoisomers or pharmaceutically acceptable salts thereof, wherein m, Q, T, W, Z, R1, R3, R4, R5, R5a and R5b, are as set forth above. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis using the modulators are disclosed.