14429-30-2

Basic information

• Product Name: (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride
• CAS NO: 14429-30-2
• Molecular Formula: C₆H₁₄N₂O₃*ClH
• Molecular Weight: 235.1088
• Mol File: 14429-30-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 310.1°C at 760 mmHg
• Flash Point: 141.3°C
• Vapor Pressure: 5.52E-05mmHg at 25°C
• CAS DataBase Reference: (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride(14429-30-2)
• EPA Substance Registry System: (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride(14429-30-2)

Safety Data

• Hazardous Substances Data: 14429-30-2(Hazardous Substances Data)

Usage

Description

(1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride is a chiral chemical compound derived from cyclohexane, featuring a cyclohexane ring with a dihydrochloride group attached. This polyfunctional molecule possesses four stereocenters, making it a versatile and unique compound in the realm of pharmaceutical and medicinal chemistry. Its multiple hydroxyl and amino groups allow for various interactions with biological systems, potentially leading to specific biological activities.

Uses

Used in Pharmaceutical Industry:
(1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride is used as a building block for the synthesis of pharmaceutical compounds due to its chiral nature and polyfunctional groups. Its ability to interact with biological systems makes it a promising candidate for the development of new drugs with targeted therapeutic effects.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride serves as a key intermediate in the design and synthesis of novel bioactive molecules. Its unique structure and functional groups enable researchers to explore its potential in creating compounds with specific biological activities, such as enzyme inhibition or receptor modulation.
Used in Chiral Compound Synthesis:
(1R,3S,4R,6S)-4,6-diaminocyclohexane-1,2,3-triol dihydrochloride is utilized as a chiral compound in the synthesis of other enantiomerically pure molecules. Its presence as a pair of enantiomers allows for the exploration of the effects of stereochemistry on biological activity, which is crucial in understanding the selectivity and efficacy of potential drugs.

Upstream product

• 67-56-1 methanol 
• 53179-09-2 Sisomicin sulfate 
• 35988-91-1 1,2-dideoxy-1-nitro-D-manno-heptitol 
• 112929-29-0 1,2-dideoxy-4,5;6,7-di-O-isopropylidene-1-nitro-D-manno-heptitol 
• 112929-31-4 5,6-dideoxy-3,4-O-isopropylidene-4-O-methylsulfonyl-6-nitro-al-D-arabino-hexose 
• 112929-30-3 1,2-dideoxy-4,5-O-isopropylidene-3-O-methylsulfonyl-1-nitro-D-manno-heptitol 
• 112929-33-6 1L-(1,2,4/3,5)-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol 
• 112929-32-5 1L-(1,2,4/3,5)-2,3-O-isopropylidene-1-O-(methylsulfonyl)-5-nitro-1,2,3,4-cyclohexanetetrol 
• 110085-90-0 1,2-dideoxy-4,5;6,7-di-O-isopropylidene-3-O-methylsulfonyl-1-nitro-D-manno-heptitol 
• 135743-87-2 (+/-)-4-O-acetyl-1,5,6-trideoxy-2,3-di-O-formyl-1-phthalimido-5-trichloroacetamido-muco-inositol 
• 135743-86-1 (+/-)-4-O-acetyl-1,5,6-trideoxy-2,3-di-O-methyl-1-phthalimido-5-trichloroacetamido-muco-inositol 
• 137775-79-2 (1S,2R,3S,4S,6R)-(+)-4-Acetamido-6-phthalimidocyclohexane-1,2,3-triyl triacetate 
• 137775-76-9 (1R,2S,3S,4S,5R,6S)-(-)-2-Iodo-4,5-isopropylidenedioxy-3-phthalimido-8-trichloromethyl-7-oxa-9-azabicyclo<4.3.0>non-8-ene 
• 137775-78-1 (1S,2R,3S,4R,5S,6S)-(-)-4-Acetamido-5-iodo-6-phthalimido-cyclohexane-1,2,3-triyl triacetate 

Downstream Products

• 2037-48-1 2-deoxystreptamine 
• 14187-81-6 (1α,2β,3α,4β,6β)-4,6-Diamino-1,2,3-cyclohexantriol 
• 6216-32-6 1,3-Bis-N-(benzyloxycarbonyl)-2-desoxystreptamin 
• 29741-76-2 (1,3/2,4,6)-di-(ethoxycarbonylamido)-1,2,3-cyclohexanetriol 

Relevant articles and documents

Methyl ether as a protective group. Synthesis of amino-cyclitols

The O-methyl(protective) group has proved to be advantageous in a stereoselective synthesis of inosamines and inosdiamines, but the final complete removal remained a challenge. This paper describes a modified work-up that was developed to avoid the usual treatment with active carbon by reduction of all remaining Cr(VI) with sodium oxalate and neutralization of the mixture with sodium carbonate prior to extraction with chloroform. The yield achieved in this way now justify the choice of the O-methyl protective group in multi-step synthesis.

A chiral approach to 2-deoxystreptamine

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