81028-12-8

Basic information

• Product Name: 1,3-Dioxolane-4-carboxaldehyde, 2,2-dimethyl-5-[(phenylmethoxy)methyl]-, (4R,5S)-
• CAS NO: 81028-12-8
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Mol File: 81028-12-8.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2-dimethyl-5-[(phenylmethoxy)methyl]-, (4R,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane-4-carboxaldehyde, 2,2-dimethyl-5-[(phenylmethoxy)methyl]-, (4R,5S)-(81028-12-8)
• EPA Substance Registry System: 1,3-Dioxolane-4-carboxaldehyde, 2,2-dimethyl-5-[(phenylmethoxy)methyl]-, (4R,5S)-(81028-12-8)

Safety Data

• Hazardous Substances Data: 81028-12-8(Hazardous Substances Data)

Upstream product

• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 
• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 83529-40-2 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid 
• 77-76-9 2,2-dimethoxy-propane 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 87-69-4 L-Tartaric acid 

Downstream Products

• 90661-38-4 ethyl (Z)-3-<(4S-trans)-2,2-dimethyl-5-<(phenylmethoxy)methyl>-1,3-dioxolan-4-yl>propenoate 
• 90661-39-5 (E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 82812-58-6 (R)-1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol 
• 82812-58-6 (S)-1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol 
• 143360-25-2 (S)-1-((4S,5S)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-yn-1-ol 
• 148261-02-3 2,3-O-isopropylidene-4-O-benzyl-L-threose N-benzylimine 
• 90661-38-4 ethyl 3-((4S,5S)-5-(benzyloxy methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 172547-14-7 (4S,5S)-4-Benzyloxymethyl-5-((E)-hex-1-enyl)-2,2-dimethyl-[1,3]dioxolane 
• 111901-78-1 (2S,3S)-1-benzyloxy-2,3-isopropylidenedioxy-4-(R)-octanol 
• 111828-39-8 (2S,3S)-1-benzyloxy-2,3-isopropylidenedioxy-4-(S)-octanol 
• 168102-81-6 (4R,5S)-5-((S)-2-Benzyloxy-1-hydroxy-ethyl)-4-hydroxy-dihydro-furan-2-one 
• 89505-88-4 (4S,5S)-5-((S)-2-Benzyloxy-1-hydroxy-ethyl)-4-hydroxy-dihydro-furan-2-one 
• 239473-41-7 (4S,5S)-4-Benzyloxymethyl-5-((E)-hept-1-enyl)-2,2-dimethyl-[1,3]dioxolane 
• 146862-76-2 (E)-methyl trans-4,5-(isopropylidenedioxy)-6-(benzyloxy)-2-hexenoate 

Relevant articles and documents

The 1,3-dipolar cycloaddition reaction of chiral carbohydrate-derived nitrone and olefin: Towards long-chain sugars

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Stereoselective Synthesis of C1–C7 and C6–C22 Fragments of Phostriecin, Goniothalamines, and Their Analogues

The stereoselective synthesis of two fragments (C1–C7 and C6–C22) of the anti-tumor agent phostriecin has been achieved. The chiral hydroxy-vinyl-δ-lactone building block (fragment C1–C7) was subsequently utilized for the synthesis of 5-hydroxygoniothalamin, 5-acetoxygoniothalamin, and their derivatives.

A facile approach for the total synthesis of neurotrophic diyne tetraol petrosiol A and petrosiol E

The first total synthesis of neurotrophic diacetylenic tetraol, petrosiol A and stereoselective total synthesis of petrosiol E was accomplished. The total synthesis involves Cadiot-Chodkiewicz coupling reaction as the key step for petrosiol A. The diastereorich chiral alcohol (third chiral center) was synthesized from CBS mediated stereoselective ketone reduction reaction for petrosiol E. Of the three chiral centers, the two chiral centers are originated from (+)-diethyl L-tartrate and the third chiral center was generated by an addition reaction of lithium trimethylsilylacetylide leading to two diastereomers which were used for the synthesis of both the natural products and their diastereomer C6-epi-petrosiol A and C6-epi-petrosiol E, respectively.