488-52-8

Basic information

• Product Name: D-Streptamine
• Synonyms: 1α,3α-Diamino-2β,4β,5α,6β-cyclohexanetetrol;D-Streptamine;Streptamine
• CAS NO: 488-52-8
• Molecular Formula: C₆H₁₄N₂O₄
• Molecular Weight: 178.18636
• Mol File: 488-52-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 378.6°Cat760mmHg
• Flash Point: 182.7°C
• Appearance: /
• Density: 1.626g/cm³
• Vapor Pressure: 2.77E-07mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: D-Streptamine(CAS DataBase Reference)
• NIST Chemistry Reference: D-Streptamine(488-52-8)
• EPA Substance Registry System: D-Streptamine(488-52-8)

Safety Data

• Hazardous Substances Data: 488-52-8(Hazardous Substances Data)

Usage

Definition

ChEBI: An amino cyclitol consisting of scyllo-inositol with the hydroxy groups at positions 1 and 3 replaced by unsubstituted amino groups.

InChI:InChI=1/C6H14N2O4/c7-1-3(9)2(8)5(11)6(12)4(1)10/h1-6,9-12H,7-8H2/t1-,2+,3?,4+,5-,6?

Upstream product

• 50473-98-8 1,2:4,5-Dianhydro-epi-inositol 
• 53993-38-7 (1aβ,2α,9α,10α,10aβ,11R*)-1a,9,10,10a-Tetrahydro-10,11,dihydroxy-2,9-methano-2H-oxirenopyridazino<1,2-a><1,2>diazepin-4,7-dion 
• 50473-95-5 1,2:4,5-Dianhydro-muco-inosit 
• 53993-34-3 DL-1,2-anhydro-4,6-dideoxy-4,6-hydrazo-myo-inositol 
• 39078-11-0 cis-trisoxirane 
• 53993-39-8 7,8,9,10-Tetrahydro-7,8,9,12-tetrahydroxy-6,10-methano-6H-pyridazino<1,2-a><1,2>diazepin-1,4-dion 
• 53993-36-5 1a,11,12,12a-Tetrahydro-12,13-dihydroxy-(1aβ,2α,11α,12α,12aβ,13R*)-2,11-methano-2H-oxireno<4,5><1,2>diazepino<1,2-b>phthalazin-4,9-dion 
• 53993-37-6 8,9,10,11-Tetrahydro-8,9,10,14-tetrahydroxy-7,11-methano-7H-<1,2>diazepino<1,2-b>phthalazin-5,13-dion 
• 53993-40-1 Hexahydro-7,8,9,12-tetrahydroxy-6,10-methano-6H-pyridazino<1,2-a><1,2>diazepin-1,4-dion 
• 85-17-6 streptidine 
• 7380-63-4 hexaacetyl-streptamine 
• 13257-58-4 (+/-)-1,5-dibromo-2,3,4,6-tetra-O-acetyl-1,5-dideoxy-asymm.-inositol 
• 87-89-8 D-myo-inositol 
• 16703-84-7 DL-2,4-Hydrazo-2,4-didesoxy-chiro-inosit 

Downstream Products

• 94346-17-5 4t,6t-bis-dimethylamino-cyclohexane-1r,2t,3c,5c-tetraol 
• 31087-84-0 4t,6t-bis-benzyloxycarbonylamino-cyclohexane-1r,2t,3c,5c-tetraol 
• 6931-65-3 N.N'-diacetyl-streptamine 

Relevant articles and documents

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Streptamine from Benzene - An Efficient Synthesis of cis-Inosadiamines-(1,3) and cis-Deoxyinosadiamines-(1,3)

Efficient syntheses for cis-inosadiamines-(1,3) and cis-deoxyinosadiamines-(1,3) start out from 1,2-anhydro-4,6-dideoxy-4,6-hydrazo-myo-inositol (14a), which is selectively produced from cis-"benzene trioxide" (1) and hydrazine.Under hydrolysis conditions within wide pH-limits aziridine formation (15a) prevails; only in strongly alkaline solution uniform epoxide opening (C-2) occurs yielding the precursor (5a) of the 2,4-diamino-2,4-dideoxy-chiro-inositol (6a).By "masking" the hydrazo bridge (19a, 21) C-4-substitution is enforced (20a, 22) paving the way to 1,3-diamino-1,3-dideoxy-scyllo-inositol (2, steptamine), which is obtained in reasonable yields.Hydrazine (24a), phenylmethanethiol (26a), hydrochloric and hydrobromic acid (30a, d) add regiospecifically to 14a at C-4. 1,3-Diamino-1,3,5-trideoxy-scyllo-inositol (3,5-deoxystreptamine) and DL-2,4-diamino-1,2,4-trideoxy-chiro-inositol (33a) are quantitatively formed in the catalytic hydrogenation of 14a in neutral to acidic and basic solution, resp.