89429-82-3

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 3587-60-8 Benzyloxymethyl chloride 
• 756524-92-2 ((2-(allyloxy)pent-4-enyloxy)methyl)benzene 
• 100-44-7 benzyl chloride 
• 796077-38-8 benzyloxy-acetic acid butyl ester 
• 100-39-0 benzyl bromide 
• 58931-16-1 1-(benzyloxy)-4-penten-2-ol 
• 60656-87-3 benzyloxyacetoaldehyde 
• 72081-17-5 hydroxymethyl-2 dihydro-3,4 2H-pyranne 

Downstream Products

• 89429-83-4 dl-trans-2-benzyloxymethyltetrahydropyran-3-ol 
• 89429-83-4 hydroxy-3 benzyloxymethyl-2 tetrahydropyranne 
• 737800-02-1 (3R,8R,8aS)-8-Hydroxy-8a-hydroxymethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 737799-97-2 8,8-dimethyl-3-phenyl-2,3-dihydro-6aH-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one 
• 737799-96-1 (3R,6aR,10aS)-8,8-Dimethyl-3-phenyl-tetrahydro-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one 
• 737799-86-9 6-(benzyloxy)-4-[(2-methoxyethoxy)methoxy]-5-oxohexanoic acid 
• 1054667-48-9 (4aR,7S,8S,8aS)-5-((R)-2-Hydroxy-1-phenyl-ethyl)-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol 
• 737799-98-3 (3R,5R,6S,6aR,10aS)-5,6-Dihydroxy-8,8-dimethyl-3-phenyl-tetrahydro-1,7,9-trioxa-3a-aza-cyclopenta[d]naphthalen-4-one 
• 737799-88-1 (3R,8aS)-8a-Benzyloxymethyl-3-phenyl-tetrahydro-oxazolo[3,2-a]pyridine-5,8-dione 
• 737799-90-5 (2R,3R)-2-Benzyloxymethyl-1-((R)-2-hydroxy-1-phenyl-ethyl)-piperidin-3-ol 
• 737799-89-2 (3R,8R,8aS)-8a-Benzyloxymethyl-8-hydroxy-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 737799-87-0 (3R,8aS)-8a-Benzyloxymethyl-8-(2-methoxy-ethoxymethoxy)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 191600-92-7 (3aS,6S,7S,7aR)-6-Benzyloxymethyl-5-((S)-2-hydroxy-1-phenyl-ethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol 
• 104954-99-6 dl-cis-2-benzyloxymethyltetrahydropyran-3-thiol 

Relevant academic research and scientific papers

Ruthenium-catalyzed olefin metathesis double-bond isomerization sequence

A novel ruthenium-catalyzed tandem ring-closing metathesis (RCM) double-bond isomerization reaction is described in this paper. The utility of this method for the efficient syntheses of five-, six-, and seven-membered cyclic enol ethers is demonstrated. It relies on the conversion of a metathesis-active ruthenium carbene species to an isomerization-active ruthenium-hydride species in situ. This conversion is achieved by using various additives. Scope and limitations of the different protocols are discussed, and some mechanistic considerations based on 31P and 1H NMR spectroscopic studies are presented.

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.

Convergent Synthesis of a Trans-fused 6-7-6 Tricyclic Ether System Based on a Ring-closing Metathesis Reaction

Synthesis of a trans-fused 6-7-6 tricyclic ether system was achieved via stereoselective acetal formation, reductive cleavage of the acetal, and a ring-closing metathesis reaction.

Asymmetric synthesis of L-deoxymannojirimycin

Starting from dihydropyran 1, the chiral lactam 4 was rapidly obtained. Following unsaturation, highly diastereoselective allylic oxidation and dihydroxylation furnished lactam 7 from which the azasugar, L-deoxymannojirimycin, could be prepared.

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.

Certain tetrahydro-furan or pyran phosphate-ethylene or propylene ammonium derivatives

Compounds of formula (I): STR1 [wherein: m is 1-3; A and B are oxygen or sulfur; and one of R1 and R2 is C10 -C22 alkyl and the other is a group of formula (II). STR2 where: n is 2 or 3; and --NR3 R4 R5 is an amino group] and salts thereof are effective anti-cancer agents.

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

RELATION STRUCTURE-FRAGMENTATION SOUS IMPACT ELECTRONIQUE. II STEREOSPECIFICITE DES REARRANGEMENTS A UN ET DEUX HYDROGENES EN SERIE TRIOXA-2,4,7-PHOSPHA-3 BICYCLO (4,4,0) DECANE

The origin of the hydrogen atoms implicated in the single and double hydrogen rearrangements(leading to + and ++ ions, whose relative abondance is typical of the phosphorus configuration) was investigated by means of selective deuteriation of the β and γ carbon (relative to phosphorus) of the isomeric 2,4,7-trioxa-3-methyl-3-phospha-3-thionobicyclo (4,4,0) decanes 1a and 1b.For both isomers the β hydrogen atoms are involved predominantly in the single hydrogen rearrangement.In the case of the double hydrogen rearrangement the hydrogens H1(β) and H10, H10'(γ) for the a isomer and H6(γ) and H10, H10'(γ) for the b isomer are preferentialy transferred.The proposed fragmentation mechanisms attempt to explain the effect of the P=S bond orientation on the fragmentation stereospecificity.