69945-44-4

Basic information

• Product Name: (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol
• CAS NO: 69945-44-4
• Molecular Weight: 271.936
• Mol File: 69945-44-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol(69945-44-4)
• EPA Substance Registry System: (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol(69945-44-4)

Safety Data

• Hazardous Substances Data: 69945-44-4(Hazardous Substances Data)

Usage

General Description

The chemical (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol is an organic compound with the molecular formula C6H8Br2O2. It is a cyclic compound with a cyclohexene ring and two bromine atoms attached to it, as well as hydroxyl groups at the 1 and 4 positions. This chemical is primarily used in organic synthesis and as a reagent in chemical reactions. Specifically, it can be used in the preparation of other organic compounds and in the study of organic chemical reactions. It is important to handle this chemical with caution, as it may be hazardous if not used properly.

Upstream product

• 5273-61-0 (5RS,6RS)-5,6-dibromocyclohex-2-ene-1,4-dione 
• 106-51-4 p-benzoquinone 

Downstream Products

• 251538-17-7 (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol 
• 93752-54-6 LL-C10037α 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 169529-93-5 (-)-2,3-dibromocyclohex-5-ene-1,4-diol 
• 170210-90-9 Acetic acid (1R,4R,5S,6S)-4-acetoxy-5,6-dibromo-cyclohex-2-enyl ester 
• 39078-08-5 rac-(3R,4R,5R,6R)-3,4:5,6-diepoxycyclohex-1-ene 
• 112212-81-4 (+/-)-(1S,2R,3R,4S)-1,4-diacetoxy-2,3-dibromocyclohex-5-ene 
• 5273-61-0 trans-5,6-Dibrom-cyclohex-2-en-1,4-dion 
• 18376-35-7 (1α,2β,3α,4β,5β,6β)-1,2-dibromo-3,4,5,6-tetraacetoxycyclo-hexane 
• 18376-35-7 (1α,2β,3α,4α,5β,6β)-1,2-dibromo-3,4,5,6-tetraacetoxycyclohexane 
• 145047-67-2 Acetic acid (1R,2S,3S,4R,5S,6R)-4-acetoxy-2,3-dibromo-5,6-dihydroxy-cyclohexyl ester 
• 18376-36-8 (1S,2S,3S,4S,5R,6R)-5,6-Dibromo-cyclohexane-1,2,3,4-tetraol 
• 4381-96-8 (+/-)-tetraacetylconduritol C 
• 4381-96-8 (+/-)-1,2,3,4-tetra-O-acetylconduritol E 

Relevant articles and documents

Highly Functionalized Cyclohexenyl Systems: Enzymatic Resolution and Selective Oxirane Opening Reactions of p-Benzoquinone Derivatives

Diol 2, derived in two steps from p-benzoquinone, was converted to epoxy alcohol 3. The latter was resolved with crude Candida rugosa lipase in isopropenyl acetate/toluene to give acetate (-)-4 and residual alcohol (+)-3. Oxirane ring opening reactions of 3 and the corresponding acetate and TBDMS derivatives with a variety of nucleophiles gave diastereomerically pure 3,4,5,6-tetrasubstituted cyclohexene derivatives of type 6. X-ray crystal structures were obtained on compounds 6e, 6m and the diacetate prepared from 61. Nitrogen nucleophiles provided entry in various aziridines 10. Pd(0)-catalyzed nucleophilic additions to substrate 5 cleanly provided the diastereomeric pattern of type 11. trans-5,6-Disubstituted cyclohexadienes 13 were obtained by an unusual syn-reductive elimination on bromocarbonates 12 utilizing Pd or Zn.

Regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol

The regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol is reported. Bromination of p-benzoquinone followed by reduction of the carbonyl groups with NaBH4 gave the corresponding trans-dibromodiol compou

Synthesis of novel cyano-cyclitols and their stereoselective biotransformation catalyzed by Rhodococcus erythropolis A4

A variety of novel cyano-cyclitols possessing complex stereochemistry have been synthesized. These compounds were subjected to the biocatalyzed hydrolysis of their nitrile groups. The bacterial strain Rhodococcus erythropolis A4, expressing a nitrile hydr