19139-74-3

Basic information

• Product Name: 2,3:4,5-DI-O-ISOPROPYLIDENE-D-*ARABINITOL
• Synonyms: 2,3:4,5-DI-O-ISOPROPYLIDENE-D-*ARABINITOL;D-Arabinitol diacetonide;(4S,4'R)-2,2,2',2'-Tetramethyl-4α,4'β-bi[1,3-dioxolane]-5β-methanol;2-O,3-O:4-O,5-O-Diisopropylidene-D-arabinitol;2,3:4,5-Di-O-isopropylidene-D-arabitol;2,3:4,5-Di-O-isopropylidene-D-arabinitol min. 99%;2,3:4,5-Bis-O-(1-methylethylidene)-D-arabinitol
• CAS NO: 19139-74-3
• Molecular Formula: C₁₁H₂₀O₅
• Molecular Weight: 232.27
• Mol File: 19139-74-3.mol
• Article Data: 22

Chemical Properties

• Appearance: Clear, Colorless/viscous liquid
• Storage Temp.: −20°C
• CAS DataBase Reference: 2,3:4,5-DI-O-ISOPROPYLIDENE-D-*ARABINITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3:4,5-DI-O-ISOPROPYLIDENE-D-*ARABINITOL(19139-74-3)
• EPA Substance Registry System: 2,3:4,5-DI-O-ISOPROPYLIDENE-D-*ARABINITOL(19139-74-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19139-74-3(Hazardous Substances Data)

Usage

General Description

2,3:4,5-Di-O-isopropylidene-D-arabinitol, also known as IPDA, is a chemical compound derived from D-arabinitol that is used in organic synthesis. Its molecular formula is C9H16O6 and it is a white crystalline solid. IPDA is commonly used as a protecting group for diols and a precursor in the synthesis of various pharmaceuticals and natural products. It is also used in the preparation of carbohydrate derivatives and as a building block in the synthesis of complex organic molecules. The compound is stable under normal conditions and is soluble in organic solvents. Its unique structure and reactivity make it an important reagent in organic chemistry research and industrial applications.

Upstream product

• 13039-93-5 2,2:4,5-di-O-isopropylidene-D-arabinose 
• 50866-82-5 2,3:4,5-di-O-isopropylidene-aldehydo-D-ribose 
• 70337-20-1 2,3:4,5-di-O-isopropylidene-D-ribose diethyl dithioacetal 
• 488-81-3 Adonitol 
• 67-64-1 acetone 
• 488-82-4 D-Arabitol 
• 87-99-0 XYLITOL 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 81769-41-7 (2R,3S,4R)-5-(Phenylthio)-1,2-O-isopropylidenepentane-1,2,3,4-tetrol 
• 146986-66-5 (S)-4,5-isopropylidenedioxy-2-pentenol 
• 80532-36-1 ((2R,3S)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)oxiran-2-yl)methanol 
• 81769-42-8 Acetic acid phenylsulfanyl-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methyl ester 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 13039-93-5 2,2:4,5-di-O-isopropylidene-D-arabinose 
• 24150-14-9 benzyl (2R,3R,4R)-3,4-dihydroxy-2-(4-methoxybenzyl)-pyrrolidine-1-carboxylate 
• 853092-30-5 (2R,3R,4R)-2-(4-methoxybenzyl)pyrrolidine-3,4-diol 
• 1292309-31-9 benzyl ((4R,5R)-5-((R)-1-hydroxy-2-(4-methoxyphenyl)ethyl)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl)carbamate 
• 1292309-29-5 benzyl ((4R,5S)-2,2-dimethyl-5-((R)-oxiran-2-yl)-1,3-dioxolan-4-ylmethyl)carbamate 
• 1292309-27-3 (R)-2-((4R,5R)-5-((benzyloxycarbonylamino)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate 
• 1292309-34-2 C₂₄H₃₁NO₈S 
• 1262852-82-3 1,2;3,4-di-O-isopropylidene-5-O-(2,3,5,6-tetrafluorobiphenyl-4-yl)-D-xylitol 
• 125537-93-1 acremoauxin A 
• 69434-51-1 1-(Adenin-9-yl)-1-deoxy-DL-ribitol 
• 69434-51-1 1-(Adenin-9-yl)-1-deoxy-D-arabitol 
• 84773-09-1 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol 
• 76581-89-0 1-O-benzoyl-2,3:4,5-di-O-isopropylidene-D-ribitol 
• 214619-40-6 Methanesulfonic acid (R)-1-[(4S,5R)-5-(benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester 

Relevant articles and documents

Surgical Cleavage of Unstrained C(sp3)?C(sp3) Bonds in General Alcohols for Heteroaryl C?H Alkylation and Acylation

We reported herein a predictable and surgical cleavage of carbon-carbon bond in alcohols. A wide range of 1°, 2° and 3° alcohols including sugars and steroids without ring strain or steric hindrance were all compatible with this system. Also it offered a green and practical strategy for generation of alkyl/acyl radicals using alcohols as the sources. Besides, the features of visible-light-initiation, catalyst and metal free, excellent selectivity and mild conditions make it valuable and attractive. (Figure presented.).

A facile and stereoselective synthesis of the C-2 epimer of (+)-deacetylanisomycin

A short, simple and efficient synthesis of the C-2 epimer of (+)-deacetylanisomycin starting from d-mannitol, utilizing an epoxide opening with a Grignard reagent and acid catalysed unusual intramolecular 5-endo-tet cyclization as key steps has been repor

Total synthesis of aspinolide B: a ring-closing metathesis approach

A highly convergent stereoselective total synthesis of aspinolide B, a 10-membered lactone is described. The key step includes a ring-closing metathesis reaction to construct the 10-membered ring and the E-olefinic moiety. d-Mannitol was used as a chiral