41719-73-7

Basic information

• Product Name: 1R)-3-endo-Aminoborneol
• Synonyms: 1R)-3-endo-Aminoborneol
• CAS NO: 41719-73-7
• Molecular Formula: C₁₀H₁₉NO
• Molecular Weight: 169.26396
• Mol File: 41719-73-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Solubility: DCM, Methanol
• CAS DataBase Reference: 1R)-3-endo-Aminoborneol(CAS DataBase Reference)
• NIST Chemistry Reference: 1R)-3-endo-Aminoborneol(41719-73-7)
• EPA Substance Registry System: 1R)-3-endo-Aminoborneol(41719-73-7)

Safety Data

• Hazardous Substances Data: 41719-73-7(Hazardous Substances Data)

Usage

Description

(1R)-3-endo-Aminoborneol is a chiral amine compound that serves as an important intermediate in the synthesis of various pharmaceuticals and organic compounds. It is characterized by its unique endo-configuration and the presence of an amino group, which allows for versatile chemical reactions and functionalization.

Uses

Used in Pharmaceutical Industry:
(1R)-3-endo-Aminoborneol is used as a key intermediate in the synthesis of Gibornuride (G409700), an anti-diabetic drug belonging to the sulfonylurea class. 1R)-3-endo-Aminoborneol plays a crucial role in the development of medications aimed at managing blood sugar levels in patients with diabetes.
In the synthesis of Gibornuride, (1R)-3-endo-Aminoborneol serves as a precursor, enabling the formation of the final drug product through a series of chemical reactions. Its unique structural features and reactivity make it an essential component in the production process, contributing to the effectiveness of the resulting anti-diabetic medication.

Upstream product

• 33162-63-9 3-endo-aminobornan-2-one 
• 162425-97-0 (1R,2S,4S)-2-exo-hydroxy-3-(hydroxyimino)-1,7,7-trimethylbicyclo<2.2.1>heptane 
• 663-17-2 (1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 

Downstream Products

• 146310-95-4 N-((1S,2R,3S,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-2,4,6-trimethyl-benzenesulfonamide 
• 116407-55-7 N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbucyclohept-3-yl>-3-(phenylthio)-2-<(phenylthio)methyl>propanamide 
• 144397-20-6 ((1S,2S,6R)-1,10,10-Trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-ylmethyl)-carbamic acid benzyl ester 
• 136009-18-2 N-((1S,2R,3S,4R)-3-Hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzamide 
• 144397-21-7 4-Methyl-N-((1S,2S,6R)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-ylmethyl)-benzenesulfonamide 
• 144397-23-9 (1S,2S,6R)-1,10,10-Trimethyl-4-phenylselanylmethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene 
• 146387-13-5 (1R,2S,3R,4S)-3-TsNH-1,7,7-(CH₃)3-bicyclo[2.2.1]heptan-2-ol 
• 136085-88-6 N-<(1R,2S,3R,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2-<(S)-1-benzyloxycarbonyl>prolinamide 
• 103729-96-0 (-)-3-exo-(Dimethylamino)isoborneol 
• 193340-25-9 (1R,2S,3R,4S)-3-(4-vinylbenzenesulfonyl)amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol 
• 928844-29-5 (1aS,12bR)-8-cyclohexyl-N⁵-[(dimethylamino)sulfonyl]-1,12b-dihydro-N^1a-[(2R,3S)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]hept-2-yl]-11-methoxy-cycloprop[d]indolo[2,1-a][2]benzazepine-1a,5(2H)-dicarboxamide 
• 928844-28-4 (1aR,12bS)-8-cyclohexyl-N⁵-[(dimethylamino)sulfonyl]-1,12b-dihydro-N^1a-[(2R,3S)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]hept-2-yl]-11-methoxy-cycloprop[d]indolo[2,1-a][2]benzazepine-1a,5(2H)-dicarboxamide 
• 135969-12-9 (1R,2S,3R,4S)-3-benzylamino-1,77-trimethylbicyclo<2.2.1>heptan-2-ol 
• 211869-54-4 (1R,2S,6R,7S)-4-Allyl-1,10,10-trimethyl-5-(toluene-4-sulfonyl)-3-oxa-5-aza-4-bora-tricyclo[5.2.1.0^2,6]decane 

Relevant articles and documents

Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

The evaluation of a range of enantiomerically pure NHCs, prepared in situ from imidazolinium or triazolium salt precatalysts, to promote the catalytic enantioselective Steglich rearrangement of oxazolyl carbonates to their C-carboxyazlactones, is reported. Modest levels of enantioselectivity (up to 66% ee) are observed using oxazolidinone derived NHCs.

Stereoselective Reactions. XI. Asymmetric Alkylation of Cyclohexanone via Chiral Chelated Lithioenamines Derived from D-Camphor Derivatives

Metalation and alkylation of the chiral imines prepared from cyclohexanone and methoxy amines (2b, 4c, 6d and 7d) derived from D-camphor derivatives provided, after hydrolysis, optically active 2-alkylcyclohexanones (9) in high enantiomeric purities of up to 99.5percent.Keywords - asymmetric synthesis; asymmetric alkylation; D-camphor; chiral methoxy amine; 2-alkylcyclohexanone; chelated lithioenamine.