200335-68-8

Basic information

• Product Name: PERICOSINE A
• Synonyms: PERICOSINE A
• CAS NO: 200335-68-8
• Molecular Formula: C₈H₁₁ClO₅
• Molecular Weight: 222.62
• Product Categories: Antibiotic
• Mol File: 200335-68-8.mol

Chemical Properties

• Boiling Point: 367.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.52±0.1 g/cm3(Predicted)
• PKA: 12.77±0.70(Predicted)
• CAS DataBase Reference: PERICOSINE A(CAS DataBase Reference)
• NIST Chemistry Reference: PERICOSINE A(200335-68-8)
• EPA Substance Registry System: PERICOSINE A(200335-68-8)

Safety Data

• Hazardous Substances Data: 200335-68-8(Hazardous Substances Data)

Upstream product

• 949159-87-9 methyl (3S,4S,5S,6S)-6-chloro-5-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 
• 949159-79-9 methyl (1R,2S,3R,4S,5R)-5-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-1,2,3,4,5-pentahydroxycyclohexane-1-carboxylate 
• 949159-80-2 methyl (1R,2S,3R,4S,5R)-2-O-acetyl-5-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-1,2,3,4,5-pentahydroxycyclohexane-1-carboxylate 
• 949159-82-4 methyl (1R,2R,3S,4R)-2-O-acetyl-3,4-O-cyclohexylidene-5-oxo-1,2,3,4-tetrahydroxycyclohexanecarboxylate 
• 949159-83-5 methyl (4S,5S,6R)-6-O-acetyl-4,5-O-cyclohexylidene-4,5,6-trihydroxy-3-oxo-1-cyclohexene-1-carboxylate 
• 949159-84-6 methyl (3R,4R,5S,6R)-6-O-acetyl-4,5-O-cyclohexylidene-3,4,5,6-tetrahydroxy-1-cyclohexene-1-carboxylate 
• 949159-85-7 methyl (3R,4S,SR,6R)-6-O-acetyl-3-O-tert-butyldimethylsilyl-4,5-O-cyclohexylidene-3,4,5,6-tetrahydroxy-1-cyclohexene-1-carboxylate 
• 949159-86-8 methyl (3R,4S,5S,6R)-3-O-tert-butyldimethylsilyl-4,5-O-cyclohexylidene-3,4,5,6-tetrahydroxy-1-cyclohexene-1-carboxylate 
• 168961-19-1 methyl (3S,4R,5R)-3,4-O-cyclohexylidene-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 
• 949159-78-8 methyl (3S,4S,5R)-5-O-tert-butyldimethylsilyl-3,4-O-cyclohexylidene-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 
• 1163681-01-3 methyl (3S,4R,5S,6S)-6-chloro-3,4-O-cyclohexylidene-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 
• 1227264-30-3 methyl (3aS,6S,7S,7aS)-7-(acetyloxy)-6-chloro-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate 
• 902134-14-9 (R)-1-((2R,3S)-3-vinyl-1,4-dioxaspiro[4,5]decan-2-yl)ethane-1,2-diol 
• 1345470-76-9 C₁₄H₂₂O₅ 

Downstream Products

• 1002731-38-5 methyl (3R,4R,5R,6R)-3,4,5-trihydroxy-6-methoxy-1-cyclohexene-1-carboxylate 

Relevant articles and documents

Facile carbohydrate-based stereocontrolled divergent synthesis of (+)-pericosines A and B

An isomer-divergent synthesis of naturally occurring pericosines A and B is described starting from a known d-ribose derived ene-diol in 35% and 41% overall yields respectively of which the latter is the best synthetic method reported for pericosine B. Th

SHIKIMATE ANALOGUES AND METHODS OF USE

The present disclosure, in at least certain embodiments, is directed to shikimate (shikimic acid) analogues and compositions thereof, kits which contain the shikimate analogues or compositions thereof, and methods of use of the compounds and compositions for treating epithelial surfaces before or following exposure to irritants, allergens, and toxic agents (for example, urushiol).

Chemoenzymatic synthesis of carbasugars (+)-pericosines A-C from diverse aromatic cis-dihydrodiol precursors

cis-Dihydrocatechols, derived from biological cis-dihydroxylation of methyl benzoate, iodobenzene and benzonitrile, using the microorganism Pseudomonas putida UV4, were converted into pericosines A, C, and B, respectively. This approach constitutes the shortest syntheses, to date, of these important natural products with densely packed functionalities.

Facile and efficient synthesis of naturally occurring carbasugars (+)-pericosines A and C

An efficient synthesis of antitumor marine natural product (+)-pericosine A was achieved from (-)-quinic acid in 11.7% overall yield, which is 20 times better than our previously reported synthesis. The crucial steps of this synthesis include the regio- a

First total synthesis of antitumor natural product (+)- and (-)-pericosine A: Determination of absolute stereo structure

(Chemical Equation Presented) The first total synthesis of (+)- and (-)-pericosine A has been achieved, enabling the revision and determination of the absolute configuration of this antitumor natural product as methyl (3S,4S,5S,6S)-6-chloro-3,4,5-trihydro