106820-50-2

Upstream product

• 106820-49-9 2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 
• 92512-33-9 (3R,4S,5R)-5-((tert-butyldiphenylsilyloxy)methyl)-3,4-dihydroxydihydrofuran-2(3H)-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 140710-18-5 (1S^*,2S^*,3R^*)-2-(tert-butyldiphenylsiloxymethyl)-3-methylcyclobutanol 
• 140710-20-9 C₂₈H₄₄O₂Si₂ 
• 140710-22-1 2-(tert-butyldiphenylsiloxymethyl)-3-methylcyclobutanone 
• 140852-35-3 (1S,2S,3R)-2-(tert-butyldiphenylsiloxymethyl)-3-methylcyclobutanol 
• 99315-75-0 (-)-5-O-(diphenyl-t-butylsilyl)-2,3-O-(thiocarbonyl)-D-ribono-1,4-lactone 
• 56-86-0 L-glutamic acid 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 106820-48-8 (3aS,4S,6aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3,3a,4,6a-tetrahydro-furo[3,4-c]pyrazol-6-one 
• 99315-76-1 (5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone 

Downstream Products

• 137871-04-6 5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-hydroxy-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone 
• 106820-51-3 (3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dimethyl-dihydro-furan-2-one 
• 128329-31-7 2,2-Dimethyl-propionic acid (4S,5R,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxan-4-ylmethyl ester 
• 128329-31-7 2,2-Dimethyl-propionic acid (4R,5R,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxan-4-ylmethyl ester 
• 128329-30-6 (2R,3R,4R,5R)-2,4-dihydroxy-3,5-dimethyl-6-<(triphenylmethyl)oxy>hexyl pivalate 
• 128329-30-6 2,2-Dimethyl-propionic acid (2S,3R,4R,5R)-2,4-dihydroxy-3,5-dimethyl-6-trityloxy-hexyl ester 
• 128329-33-9 (4S,5R,6R)-2,2,5-Trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxane-4-carbaldehyde 
• 128329-32-8 (2R,3R,4R,5R)-2,4-dihydroxy-3,5-dimethoxy-6-<(triphenylmethyl)oxy>hexanal acetonide 
• 128329-27-1 (3R,4S,5R)-3-Hydroxy-4-methyl-5-((R)-1-methyl-2-trityloxy-ethyl)-dihydro-furan-2-one 
• 128329-28-2 (3S,4S,5R)-3-Hydroxy-4-methyl-5-((R)-1-methyl-2-trityloxy-ethyl)-dihydro-furan-2-one 
• 128329-29-3 (2R,3R,4R,5R)-6-<(triphenylmethyl)oxy>-3,5-dimethylhexane-1,2,4-triol 
• 128329-29-3 (2S,3R,4R,5R)-3,5-Dimethyl-6-trityloxy-hexane-1,2,4-triol 
• 128358-16-7 (4S,5S,6R)-4-[(E)-(S)-5-{(2R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-5-(isopropoxy-diphenyl-silanyloxy)-hex-1-enyl]-2,2,5-trimethyl-6-((R)-1-methyl-2-trityloxy-ethyl)-[1,3]dioxane 
• 128329-47-5 tert-Butyl-((R)-1-{(2R,5S,2'S)-5,2'-dimethyl-5'-[(4S,5S,6R)-2,2,5-trimethyl-6-((E)-(1R,5R,7R)-1,5,7-trimethyl-8-trityloxy-oct-2-enyl)-[1,3]dioxan-4-ylmethyl]-octahydro-[2,2']bifuranyl-5-yl}-ethoxy)-dimethyl-silane 

Relevant academic research and scientific papers

Synthesis of γ-lactone derivatives as a key intermediate for the spiroketal fragment in calyculin A

A simple and safe route to the D-xylone-l,4-lactone derivative 3, a key intermediate for the synthesis of the spiroketal fragment in calyculin A (I) has been explored without the use of hazardous diazomethane on a large scale.

Amino acids, XV: Synthesis of enantiopure DAVA-derivatives (5-amino-4-hydroxypentanoic acids) from (S)-glutamic acid

Starting from (S)-glutamic acid the readily available hydroxymethyl lactone 1 is protected as the TBDPS ether 2. Alkylation of the lithium enolate of 2 provides the lactones 3a,b with high diastereomeric excess. On the other hand 1,4 addition of Gilman cuprates to 10 furnishes the alcohols 12a,b after deprotection. Transformation of 4,12 via the mesylates 5,13 and the azides 6,14 affords the Boc protected amines 7,15 after catalytic hydrogenation in the presence of Boc2O. After treatment of 7,15 with methanolic HCl the rings of the crystalline hydrochlorides 8,16 are opened to the DAVA-derivatives (δ-aminovaleric acid derivatives) 9,17.

Regio-, stereo-, and enantioselective synthesis of cyclobutanols by means of the photoaddition of 1,3-dioxin-4-ones and lipase-catalyzed acetylation

Homochiral cis-2-hydroxymethylcyclobutanols, their all cis 3-methyl, and 4-hydroxymethyl derivatives were synthesized from 1,3-dioxin-4-ones via cyclobutane ring formation by [2+2]photocycloaddition, dioxanone ring cleavage, and reduction, followed by lip

STEREOCHEMICAL CONTROL OF NATURE'S BIOSYNTHETIC PATHWAYS: A GENERAL STRATEGY FOR THE SYNTHESIS OF POLYPROPIONATE-DERIVED STRUCTURAL UNITS FROM A SINGLE CHIRAL PROGENITOR

A general strategy that permits the stereocontrolled construction of acyclic chains containing vicinal and/or alternating alkyl and hydroxy substituents is presented.Structural subunits of ionomycin were synthesized from a common chiral intermediate.

A Versatile Protocol for the Stereocontrolled Elaboration of Vicinal Secondary and Tertiary Centers of Relevance to Natural Product Synthesis

Chiral butenolides derived from L-glutamic acid, D-ribonolactone, or D-mannitol are versatile templates from the stereocontrolled introduction of functional groups.Vicinal and/or alternating patterns of secondary and tertiary substitution can be attained