774611-07-3

Basic information

• Product Name: (1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one
• Synonyms: (1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one
• CAS NO: 774611-07-3
• Molecular Weight: 303.358
• Mol File: 774611-07-3.mol

Chemical Properties

• CAS DataBase Reference: (1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one(774611-07-3)
• EPA Substance Registry System: (1R,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one(774611-07-3)

Safety Data

• Hazardous Substances Data: 774611-07-3(Hazardous Substances Data)

Upstream product

• 476171-47-8 7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene 
• 2746-25-0 p-Methoxybenzyl bromide 
• 476171-45-6 (2R,3R)-{3-[3-(4-methoxybenzyloxy)propyl]oxiranyl}methanol 
• 476171-46-7 7-[(4-methoxyphenyl)methoxy]-(3R,4R)-epoxy-1-heptene 
• 197219-15-1 6-[(4-methoxyphenyl)methoxy]-2-hexyn-1-ol 
• 197219-35-5 6-[(4-methoxyphenyl)methoxy]-(E)-2-hexen-1-ol 
• 197219-01-5 1-methoxy-4-pent-4-ynyloxymethyl-benzene 
• 105-13-5 4-Methoxybenzyl alcohol 
• 476171-48-9 N-tert-butyloxycarbonyl-7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene 
• 476171-49-0 (2S)-((1'R)-hydroxy-4'-[(4-methoxyphenyl)methoxy]butyl)-N-tert-butyloxycarbonyl-2,5-dihydropyrrole 
• 476171-67-2 (4S,5R)-3-Allyl-5-[3-(4-methoxy-benzyloxy)-propyl]-4-vinyl-oxazolidin-2-one 
• 100-39-0 benzyl bromide 
• 476171-68-3 6-[(4-methoxyphenyl)methoxy]-(2R,3R)-epoxyhexan-1-al 

Downstream Products

• 774611-08-4 (1R,6R,7S,7aS)-1-[3-[(4-methoxyphenyl)methoxy]propyl]-tetrahydro-6,7-dihydroxy-1H,3H-pyrrolo[1,2-c]oxazol-3-one 
• 130412-86-1 (1S,2R,8R,8aR)-octahydro-8-hydroxy-1,2-bis(phenylmethoxy)indolizine 
• 774611-12-0 (2R,3S,4R)-2-[(1R)-1-hydroxy-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine 
• 774611-10-8 (1R,6R,7S,7aR)-tetrahydro-1-[3-[(4-methoxyphenyl)methoxy]propyl]-6,7-bis(phenylmethoxy)-1H,3H-pyrrolo[1,2-c]oxazol-3-one 
• 774611-15-3 (1S,2R,8R,8aS)-octahydro-1,2-bis(phenylmethoxy)-8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-indolizine 
• 774611-14-2 (R)-4-((2S,3S,4R)-3,4-Bis-benzyloxy-pyrrolidin-2-yl)-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol 
• 774611-13-1 (2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine 
• 72741-87-8 swainsonine 

Relevant articles and documents

Asymmetric synthesis of (-)-swainsonine

This paper describes a new synthesis of (-)-swainsonine via the ring-closing metathesis reaction of a substituted 3-allyl-4-vinyloxazolindin-2- one and subsequent diastereoselective syn-dihydroxylation of the resulting pyrrolo[1,2-c]oxazol-3-one.

Asymmetric synthesis of (-)-swainsonine, (+)-1,2-di-epi-swainsonine, and (+)-1,2,8-tri-epi-swainsonine

The asymmetric synthesis of (-)-swainsonine via a nonchiral pool route that involves the Sharpless epoxidation to induce chirality is reported. The key steps involve vinyl epoxide aminolysis, ring-closing metathesis, and intramolecular N-alkylation to prepare the indolizidine ring and a highly diastereoselective cis-dihydroxylation using AD-mix-α. This synthetic strategy also allowed for the diastereoselective synthesis of (+)-1,2-di-epi-swainsonine and (+)-1,2,8-tri-epi-swainsonine.