107757-75-5

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 3587-60-8 Benzyloxymethyl chloride 
• 100-39-0 benzyl bromide 
• 63493-95-8 4,5-dihydrofuryl alcohol 

Downstream Products

• 107757-76-6 (2RS,3SR)-2-(benzyloxymethyl)tetrahydrofuran-3-ol 
• 107757-77-7 dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate 
• 176095-96-8 (3S,6S,7R,7aR)-7a-Benzyloxymethyl-6,7-dihydroxy-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 176095-95-7 (3aR,3bR,6S,7aS)-3b-Benzyloxymethyl-2,2-dimethyl-6-phenyl-tetrahydro-1,3,4-trioxa-6a-aza-cyclopenta[a]pentalen-7-one 
• 239136-90-4 (S)-2-((3aS,4R,6aR)-4-Benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-2-phenyl-ethanol 
• 176298-37-6 (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one 
• 176298-36-5 (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 167645-47-8 5-(benzyloxy)-4-oxopentanoic acid 

Relevant academic research and scientific papers

Asymmetric routes to azasugars from chiral bicyclic lactams. Synthesis of 1,4-dideoxy-1,4-imino-d-lyxitol; L-Deoxymannojirimycin; rhammo-1- Deoxynojirimycin and 1-deoxy-6-epicastanospermine

Summary: By employing the appropriate chiral bicyclic lactams, the asymmetric total synthesis of four enantiopure azasugars mentioned in the title were successfully achieved. A series of diastereoselective oxidations (OsO4/NMO) followed by diastereoselective reductions (BH3, 9-BBN) gave good yields of the trisubstituted (16) and tetrasubstituted (2,3,4) pyrrolidine and piperidines respectively.

Cyclic ether derivatives and their use

Compounds of formula (I): STR1 (wherein: l is 2-4; A and B are oxygen or sulfur; one of R1 and R2 represents a long chain alkyl, alkylcarbamoyl or aliphatic acyl group and the other of R1 and R2 represents a group of formula (III) or (IIf): STR2 in which E represents a single bond, a bivalent heterocyclic group or a group of formula --CO--, --COO-- or --CONR6 --, where R6 is hydrogen or an imino-protecting group; m is 0-3; n is 0-10; q is 0 or 1; R4 is optionally protected hydroxy, mercapto group or carboxy; Q is an amino or nitrogen-containing heterocyclic group; Rf4 Rf5 and Rf6 are independently selected from the group consisting of hydrogen atoms and C1 -C6 alkyl groups, or Rf4 and Rf5 or Rf4, Rf5 and Rf6, together with the nitrogen atom to which they are attached, form a heterocyclic ring) are PAF antagonists which may be used to treat asthma, hypotension, inflammation and shock. They may be prepared by reacting the corresponding compound having a haloalkyl phosphate ester or alkylenephosphate ester group in place of the ammonioalkyl phosphate ester group with an appropriate amine.

New cyclic ether derivatives, their preparation and their use

Compounds of formula (I): [wherein: lis 2 - 4; A and B are oxygen or sulphur; one of R1 and R2 represents a long chain alkyl, alkylcarbamoyl or aliphatic acyl group and the other of R1 and R2 represents a group of formula (III): in which E represents a si