70005-88-8

Basic information

• Product Name: (R)-(+)-1,2,4-BUTANETRIOL
• Synonyms: 1,2,4-BUTANETRIOL, (R);(R)-(+)-1,2,4-BUTANETRIOL;(R)-1,2,4-BUTANETRIOL;(R)-(+)-1,2,4-TRIHYDROXYBUTANE;(R)-(+)-1,2,4-TRIYDROXYBUTANE;(R)-(+)-1 2 4-BUTANETRIOL 98% &;(R)-Butane-1,2,4-triol;(2R)-(+)-1,2,4-Trihydroxybutane
• CAS NO: 70005-88-8
• Molecular Formula: C₄H₁₀O₃
• Molecular Weight: 106.12
• Product Categories: Chiral Building Blocks;Organic Building Blocks;Polyols
• Mol File: 70005-88-8.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 150
• Flash Point: 110 °C
• Appearance: /
• Density: 1.19 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.474
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Methanol (Sparingly), Water (Slightly)
• PKA: 14.02±0.20(Predicted)
• Stability: Hygroscopic
• BRN: 4652491
• CAS DataBase Reference: (R)-(+)-1,2,4-BUTANETRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,2,4-BUTANETRIOL(70005-88-8)
• EPA Substance Registry System: (R)-(+)-1,2,4-BUTANETRIOL(70005-88-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 70005-88-8(Hazardous Substances Data)

Usage

Chemical Properties

colorless liquid

Uses

Different sources of media describe the Uses of 70005-88-8 differently. You can refer to the following data:
1. (R)?-?(+?)?-?1,?2,?4-?Butanetriol is a reagent used in organic synthesis including the preparation of the steroid hormone 1α,?25-?dihydroxyvitamin D3 which is the most active metabolite of vitamin D3 exerting control over a plethora of biological processes.
2. (R)-(+)-1,2,4-Butanetriol can be used as a reactant to prepare: Phenanthrene 9, 10 diacetal from phenanthrene 9, 10 quinone. (R)-1,2,4-Tris(benzoyloxy)butane by reacting with benzyl chloride in the presence of a base and DMAP.

Upstream product

• 56072-67-4 (R)-Tetrahydro-furan-2,3-diol 
• 123394-80-9 (2S)-2-phenylmethoxybutane-1,4-diol 
• 3068-00-6 D,L-1,2,4-butanetriol 
• 5328-37-0 L-arabinose 
• 7554-28-1 diethyl (R)-malate 
• 67-63-0 isopropyl alcohol 
• 108-88-3 toluene 
• 112635-76-4 (+)-(R)-ethyl 3,4-dihydroxybutanoate 
• 81096-93-7 (R)-1-O-benzyl-1,2,4-butanetriol 
• 136264-10-3 ((R)-2-Isopropyl-[1,3]dioxan-4-yl)-methanol 
• 19098-31-8 3,4-epoxy-1-butanol 
• 174599-49-6 (2S,3S)-3-phenylthio-1,2,4-butanetriol 
• 5754-34-7 2-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 
• 143106-66-5 3-deoxyerythrose 

Downstream Products

• 164577-88-2 cis-4-Hydroxymethyl-2-phenyl-1,3-dioxan 
• 103773-79-1 [(2S,4S)-2-phenyl-1,3-dioxan-4-yl]methanol 
• 3969-69-5 (-)-cis-4-hydroxymethyl-2-phenyl-1,3-dioxolane 
• 1133210-46-4 C₁₈H₂₀O₅S 
• 72229-32-4 (2R,4R)-2-phenyl-4-(tosyloxy)methyl-1,3-dioxane 
• 81096-93-7 (R)-1-O-benzyl-1,2,4-butanetriol 
• 19398-47-1 (R)-1,4-dibromo-2-butanol 
• 151024-14-5 [(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methanol 
• 815600-23-8 [2R]-2-(4-METHOXYPHENYL)-[1, 3] DIOXAN-4-YL methanol 
• 187102-96-1 2-((R)-2-Phenyl-[1,3]dioxolan-4-yl)-ethanol 
• 102794-92-3 (2R,4R)-4-formyl-2-phenyl-1,3-dioxane 

Relevant articles and documents

Total Synthesis and Biological Evaluation of Siladenoserinol A and its Analogues

The total synthesis of siladenoserinol A, an inhibitor of the p53–Hdm2 interaction, has been achieved. AuCl3-catalyzed hydroalkoxylation of an alkynoate derivative smoothly and regioselectively proceeded to afford a bicycloketal in excellent yield. A glycerophosphocholine moiety was successfully introduced through the Horner–Wadsworth–Emmons reaction using an originally developed phosphonoacetate derivative. Finally, removal of the acid-labile protecting groups, followed by regioselective sulfamate formation of the serinol moiety afforded the desired siladenoserinol A, and benzoyl and desulfamated analogues were also successfully synthesized. Biological evaluation showed that the sulfamate is essential for biological activity, and modification of the acyl group on the bicycloketal can improve the inhibitory activity against the p53–Hdm2 interaction.

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