89299-71-8

Basic information

• Product Name: (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate
• CAS NO: 89299-71-8
• Molecular Weight: 230.735
• Mol File: 89299-71-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate(89299-71-8)
• EPA Substance Registry System: (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate(89299-71-8)

Safety Data

• Hazardous Substances Data: 89299-71-8(Hazardous Substances Data)

Upstream product

• 464-48-2 (1S)-camphor 
• 464-43-7 borneol 
• 79-04-9 chloroacetyl chloride 
• 79-11-8 chloroacetic acid 
• 464-45-9 endo-borneol 

Downstream Products

• 20314-75-4 (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-morpholinoacetate 
• 128702-20-5 C₂₀H₂₄N₂O₅S 

Relevant articles and documents

The use of chloroacetic acid in the Mitsunobu reaction

Reaction of chloroacetic acid with TPP-DEAD was found to be very effective for the inversion of sterically congested alcohols, including carbohydrates and nucleosides.

Synthesis and in vitro study of novel borneol derivatives as potent inhibitors of the influenza A virus

Herein, we present the design and synthesis of a series of novel heterocyclic derivatives of (-)-borneol and (-)-isoborneol as potent inhibitors of the influenza A virus. All compounds were tested for their toxicity against MDCK cells and for virus-inhibiting activity against the influenza virus A/Puerto Rico/8/34 (H1N1). Compounds 7, 16 and 26 containing a morpholine fragment exhibited the highest efficiency as agents inhibiting the replication of the influenza virus A(H1N1) with selectivity indices of 82, 45 and 65, correspondingly. Derivatives 9 (SI = 23) and 18 (SI = 25) containing a 1-methylpiperazine motif showed moderate antiviral activity. Structure-activity analysis of this new series of borneol derivatives revealed that a 1,7,7-trimethylbicyclo[2.2.1]heptan scaffold is required for the antiviral activity.

SYNTHESES OF CHIRAL C=N DIENOPHILES : SULFONYLOXYIMINOMALONONITRILE AND ALKYL SULFONYLOXYIMINOCYANOACETATES

High yield syntheses of one chiral sulfonyloxyiminomalononitrile and four alkyl sulfonyloxyimonocyanoacetate derivatives (3a-e), to be used in asymmetric hetero-Diels-Alder additions, are described.