111766-79-1

Basic information

• Product Name: Proline, 3,4-dihydroxy-, (2alpha,3alpha,4beta)- (9CI)
• Synonyms: Proline, 3,4-dihydroxy-, (2alpha,3alpha,4beta)- (9CI)
• CAS NO: 111766-79-1
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.12926
• Product Categories: CARBOXYLICACID
• Mol File: 111766-79-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 411.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.617±0.06 g/cm3(Predicted)
• PKA: 1.82±0.60(Predicted)
• CAS DataBase Reference: Proline, 3,4-dihydroxy-, (2alpha,3alpha,4beta)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Proline, 3,4-dihydroxy-, (2alpha,3alpha,4beta)- (9CI)(111766-79-1)
• EPA Substance Registry System: Proline, 3,4-dihydroxy-, (2alpha,3alpha,4beta)- (9CI)(111766-79-1)

Safety Data

• Hazardous Substances Data: 111766-79-1(Hazardous Substances Data)

Upstream product

• 17645-37-3 (2RS)-hydroxymethyl-1-tosylpyrrolidine-(3SR,4RS)-diol 
• 138228-39-4 (3S,4S)-3,4-dibenzoyloxy-2-cyanopyrrolidine 
• 141366-39-4 (2RS)-methoxycarbonyl-1-tosylpyrrolidine-(3SR,4RS)-diyl carbonate 
• 141366-40-7 1-benzyl-(2RS)-(methoxycarbonyl)pyrrolidine-(3SR,4RS)-diyl carbonate 
• 141366-39-4 (2SR)-methoxycarbonyl-1-tosylpyrrolidine-(3SR,4RS)-diyl carbonate 
• 141366-40-7 1-benzyl-(2SR)-(methoxycarbonyl)pyrrolidine-(3SR,4RS)-diyl carbonate 
• 17645-37-3 (2RS)-hydroxymethyl-1-tosylpyrrolidine-(3SR,4RS)-diol 

Downstream Products

• 138228-51-0 (2S,3S,4S)-1-benzyloxycarbonyl-3,4-dihydroxy-2-methoxycarbonylpyrrolidine 
• 138228-52-1 (2R,3S,4S)-1-benzyloxycarbonyl-3,4-dihydroxy-2-methoxycarbonylpyrrolidine 

Relevant articles and documents

Synthesis of dihydroxylated prolines and iminocyclitols from five-membered endocyclic enecarbamates. Total synthesis of the potent glycosidase inhibitor (2R,3R,4R,5R)-2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine (DMDP)

cis- and trans-3,4-Dihydroxylated prolines and the iminocyclitol 1,4-dideoxy-1,4-imino ribitol were synthesized employing a strategy involving the Heck arylation of five-membered endocyclic enecarbamates with aryldiazonium salts followed by oxidative cleavage of the electron-rich aromatic ring. The total synthesis of the potent α- and β-glucosidase inhibitor (2R,3R,4R,5R)-2,5-hydroxymethyl-3,4-dihydroxypyrrolidine (DMDP) was also achieved by the same strategy in ten steps from a chiral five-membered enecarbamate in 12% overall yield.

(±)-4-amino-4,5-dideoxyribose, (±)-4-amino-4-deoxyerythrose, and (±)-dihydroxyproline derivatives from N-dienyl-γ-lactams

Hetero-Diels-Alder cycloaddition of acylnitroso dienophile 4 with the N-(butadienyl)pyrrolidinone derivatives 2a,b led with complete regioselectivity to the oxazine adducts 5a,b. Sequential osmylation, protection of the ensuing glycol, and reduction of th

Synthesis of (3S,4S)-3,4-dihydroxyprolines from L-tartaric acid

Natural (2S,3S,4S)-3,4-dihydroxyproline (1) and the new (2R,3S,4S)-isomer (7) have been synthesized from L-tartaric acid via cyanosilylation of the cyclic Schiff base.