58617-29-1

Basic information

• Product Name: N-Boc-3,4-dehydro-D-proline
• Synonyms: N-Boc-3,4-dehydro-D-proline;Boc-3,4-dehydro-D-proline
• CAS NO: 58617-29-1
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.232
• Mol File: 58617-29-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 336.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.236±0.06 g/cm3(Predicted)
• PKA: 3.70±0.20(Predicted)
• CAS DataBase Reference: N-Boc-3,4-dehydro-D-proline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-3,4-dehydro-D-proline(58617-29-1)
• EPA Substance Registry System: N-Boc-3,4-dehydro-D-proline(58617-29-1)

Safety Data

• Hazardous Substances Data: 58617-29-1(Hazardous Substances Data)

Upstream product

• 51077-13-5 N-tert-Butyloxycarbonyl-3,4-dehydro-DL-prolin 
• 34619-03-9 tert-butyldicarbonate 
• 3395-35-5 DL-3,4-Dehydroproline 
• 220652-50-6 tert-butyl (2R)-2-(hydroxymethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate 
• 220652-49-3 (R)-N-Boc-O-tertbutyldimethylsilyl-3,4-dehydroprolinol 

Downstream Products

• 79680-63-0 N-Tosyl-3,4-dehydro-L-prolin 
• 53685-03-3 N-Tosyl-3,4-dehydro-L-prolin-methylester 
• 57849-99-7 N-Tosyl-3,4-epoxy-L-prolin-methylester 

Relevant articles and documents

Selective synthesis of nonracemic 3-pyrrolines and 2,3-cis-2-vinylaziridines from (z)-amino allylic alcohols: a new synthetic route to chiral 3,4-dehydroproline

Both nonracemic 3-pyrrolines and 2,3-cis-2-vinyIaziridines have been synthesized selectively from common (Z)-allylic alcohols by simply changing the leaving group and the reaction conditions. Whereas treatment of (Z)-allylic mesylates with NaH yields exclusively 3-pyrrolines in high yields, exposure of allylic methyl carbonates to a catalytic amount of Pd(PPh3)4 affords 2,3-cw-2-vinylaziridines diastereoselectively in high yields. A simple synthesis of (5)-3,4-dehydroproline starting from (/?)-serine is also described. Thieme Stuttgart.