81076-78-0

Upstream product

• 100-39-0 benzyl bromide 
• 91510-63-3 4-O-Allyl-1,6:2,3-dianhydro-β-D-mannopyranose 
• 123493-63-0 1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose 
• 123493-65-2 1,6-anhydro-2-desoxy-2-C-methyl-3-O-(4-methoxybenzyl)-β-D-xylo-hexapyranoz-4-ylose 
• 123493-64-1 1,6-anhydro-2-desoxy-2-C-methyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose 
• 91510-64-4 4-O-allyl-1,6-anhydro-2-deoxy-2-C-methyl-β-D-glucopyranose 
• 123493-66-3 1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-β-D-galactopyranose 
• 76706-48-4 1,6-anhydro-2-desoxy-2,4-di-C-methyl-β-D-galactopyranose 
• 100-44-7 benzyl chloride 
• 123518-87-6 1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose 

Downstream Products

• 123493-62-9 1,6-anhydro-2,3-didesoxy-2,4-di-C-methyl-4-O-benzyl-β-D-galactopyranose 
• 123518-88-7 Dithiocarbonic acid O-((1R,2R,3R,4R,5R)-2-benzyloxy-2,4-dimethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-yl) ester S-methyl ester 
• 134744-28-8 ((2R,3R,5R,6S)-3-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-methanol 
• 134744-47-1 ((2R,3R,5R,6R)-3-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-methanol 
• 114114-21-5 {(2R,4R)-4-Benzyloxy-4-[(2R,4R,5S,6R)-2-(4-methoxy-phenyl)-5-methyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-2-methyl-pentyloxy}-tert-butyl-dimethyl-silane 
• 134744-29-9 (2S,3R,5R)-3-Benzyloxy-2-bromomethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran 
• 134744-28-8 ((2R,3R,5R)-3-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-methanol 
• 134744-30-2 (2R,4R)-4-Benzyloxy-2,4-dimethyl-hex-5-en-1-ol 
• 114114-20-4 (2R,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal 
• 123493-56-1 [(2R,4R,5R,6S)-4-Benzyloxy-5-(4-methoxy-benzyloxy)-2,4,6-trimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane 
• 123493-55-0 {(1R,2R,3S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-1,3-dimethyl-pent-4-enyloxymethyl}-benzene 
• 123618-89-3 {(1R,2R,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-1,3-dimethyl-pent-4-enyloxymethyl}-benzene 
• 114114-19-1 (3S,4R,5R,7R)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-3,5,7-trimethyl-oct-1-en-4-ol 
• 114181-54-3 (3R,4R,5R,7R)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-3,5,7-trimethyl-oct-1-en-4-ol 

Relevant academic research and scientific papers

Stereocontrolled synthesis of erythronolides A and B in a (C5-C9) + (C3-C4) + (C1-C2) + (C11-C13) sequence from 1,6-anhydro-β-D-glycopyranose (levoglucosan). Part 1. Synthesis of C1-C10 and C11-C13 segments

An approach to the synthesis of aglycones of macrolide antibiotics erythromycin A and B is discussed and preparation of common C1-C10 and C11-C13 segments starting from levoglucosane is described.

TOTAL SYNTHESIS OF ERYTHRONOLIDE B. 2. SKELETON ASSEMBLY IN (C5-C9) + (C3-C4) + (C1-C2) + (C11-C13) SEQUENCE.

Erythronolide B has been synthesized starting from levoglucosan.

SYNTHESIS OF MACROLIDE ANTIBIOTICS. 2. SYNTHESIS OF THE C9-C13 SEGMENTS OF ERYTHRONOLIDES A, B AND OLEANDONOLIDE

The C9-C13 segments of some 14-membered macrolide antibiotics have been synthesized from levoglucosan.