139748-06-4

Basic information

• Product Name: (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butylidmethylsilyl-3-formylamino-2-azetidinone
• CAS NO: 139748-06-4
• Molecular Weight: 388.582
• Mol File: 139748-06-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butylidmethylsilyl-3-formylamino-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butylidmethylsilyl-3-formylamino-2-azetidinone(139748-06-4)
• EPA Substance Registry System: (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butylidmethylsilyl-3-formylamino-2-azetidinone(139748-06-4)

Safety Data

• Hazardous Substances Data: 139748-06-4(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 139747-94-7 (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-3-phthalimido-2-azetidinone 
• 139747-92-5 (2-benzyloxymethyl-2-propenyl)trimethylsilane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 113964-32-2 1-{[2-((chloromethyl)allyl)oxy]methyl}-4-methoxybenzene 
• 3197-61-3 N-formylimidazole 
• 139747-95-8 (3S,4S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butyldimethylsilyl-3-phthalimido-2-azetidinone 

Downstream Products

• 139747-99-2 (S)-4-<(R)-2-benzyloxymethyl-3-(p-toluenesulfonyloxy)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-00-8 (S)-4-<(S)-2-benzyloxymethyl-3-(p-toluenesulfonyloxy)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-02-0 (S)-4-<(S)-3-benzyloxy-2-(iodomethyl)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-01-9 (S)-4-<(R)-3-benzyloxy-2-(iodomethyl)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-09-7 (S)-4-<(R)-3-benzyloxy-2-(hydroxymethyl)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-08-6 (S)-4-<(SR)-3-benzyloxy-2-(hydroxymethyl)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-04-2 (S)-4-<(S)-3-benzyloxy-2-(iodomethyl)propyl>-2-azetidinone 
• 139748-03-1 (S)-4-<(R)-3-benzyloxy-2-(iodomethyl)propyl>-2-azetidinone 
• 139893-80-4 (3S,5S)-3-benzyloxymethyl-1-azabicyclo<3.2.0>heptan-7-one 
• 139748-05-3 (3R,5S)-3-benzyloxymethyl-1-azabicyclo<3.2.0>heptan-7-one 
• 139748-12-2 (S)-4-<(R)-2-benzyloxymethyl-3-(tert-butyldimethylsilyloxy)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-10-0 (S)-4-<(S)-2-benzyloxymethyl-3-(isobutyryloxy)propyl>-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-07-5 (S)-4-(2-benzyloxymethyl-2-propenyl)-1-tert-butyldimethylsilyl-2-azetidinone 
• 139748-13-3 (S)-4-<(R)-2-benzyloxymethyl-3-(tert-butyldimethylsilyloxy)propyl>-2-azetidinone 

Relevant articles and documents

β-Lactam antifungals. II. Enantiocontrolled synthesis of (2R,5S)-2-hydroxymethyl-1-carbapenam, the carba-analog of a clavam antifungal

(2R,5S)-2-Hydroxymethyl-1-carbapenam (3), the carba-analog of an antifungal β-lactam (2R,5S)-2-(hydroxymethyl)clavam (1), was synthesized in an enantiocontrolled manner, starting from the coupling reaction of an optically active phthalimido-acetate (3S,4S)-4 and an allylsilane 7, followed by removal of the phthalimido group that was crucial for asymmetric induction. Hydroboration, protecting-group interconversion, and cyclization gave 3 stereoselectively.