141269-14-9

Basic information

• Product Name: 4-Cyclohexene-1,2,3-triol,6-amino-,[1S-(1alpha,2beta,3alpha,6alpha)]-(9CI)
• Synonyms: 4-Cyclohexene-1,2,3-triol,6-amino-,[1S-(1alpha,2beta,3alpha,6alpha)]-(9CI)
• CAS NO: 141269-14-9
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.16
• Product Categories: AMINEPRIMARY
• Mol File: 141269-14-9.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Cyclohexene-1,2,3-triol,6-amino-,[1S-(1alpha,2beta,3alpha,6alpha)]-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclohexene-1,2,3-triol,6-amino-,[1S-(1alpha,2beta,3alpha,6alpha)]-(9CI)(141269-14-9)
• EPA Substance Registry System: 4-Cyclohexene-1,2,3-triol,6-amino-,[1S-(1alpha,2beta,3alpha,6alpha)]-(9CI)(141269-14-9)

Safety Data

• Hazardous Substances Data: 141269-14-9(Hazardous Substances Data)

Upstream product

• 155148-88-2 (+/-)-1-p-toluenesulfonyl-5-tert-butoxycarbonylamino-1,3-cyclohexadiene 
• 913071-22-4 (+)-2-((1S,4R,5S,6S)-4,5,6-trihydroxycyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione 
• 144705-48-6 (+/-)-(1,3,4/2)- and (+/-)-(1,3/2,4)-1,2,3-Tri-O-acetyl-4-bromo-5-cyclohexene-1,2,3-triol 
• 129745-62-6 (+/-)-(4R,5S,6R)-4,5,6-tris([(tert-butyl)dimethylsilyl]oxy)cyclohex-2-en-1-one 
• 80178-07-0 1D-(1N,2,4/3)-1-Azido-2,3,4-tris(acetoxy)-5-cyclohexen 

Downstream Products

• 90088-34-9 (+/-)-N-Acetylconduramine B 

Relevant articles and documents

Efficient enantiospecific synthesis of ent-conduramine F-1

An efficient enantiospecific total synthesis of ent-conduramine F-1 (aminocyclohexenetriol) was accomplished starting from the bis-Weinreb amide of tartaric acid. Key reactions in the synthesis include the desymmetrization of tartaric acid amide with viny

Use of enantiomerically pure 7-azabicyclo[2.2.1]heptan-2-ol as a chiral template for the synthesis of aminocyclitols

(Chemical Equation Presented) Using enantiopure 7-azabicyclo[2.2.1]heptane- 2-ol, the synthesis of cis- as well as trans-2-aminocyclohexanols, dihydroconduramine E-1, and ent-conduramine F-1 has been described.

Search for α-glucosidase inhibitors: New N-substituted valienamine and conduramine F-1 derivatives

A solid-phase synthesis of new N-substituted valienamines has been developed and new synthesis of (±)-conduramine F-1, (-)-conduramine F-1, and (+)-ent-conduramine F-1 is presented, together with the preparation of N-benzylated conduramines F-1. N-Benzylation of both valienamine and (+)-ent-conduramine F-1 improves their inhibitory activity toward α-glucosidases significantly. The additional hydroxymethyl group makes valienamine derivatives more active than their (+)-ent-conduramine F-1 analogues.