78462-68-7

Upstream product

• 63167-67-9 methyl 4,6-O-isopropylidene-α-D-mannopyranoside 
• 100-44-7 benzyl chloride 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 78462-63-2 Toluene-4-sulfonic acid (2R,3R,4S,5S,6S)-3-hydroxy-5,6-dimethoxy-2-trityloxymethyl-tetrahydro-pyran-4-yl ester 
• 78462-64-3 (1R,2R,4S,5S,6R)-4,5-Dimethoxy-2-trityloxymethyl-3,7-dioxa-bicyclo[4.1.0]heptane 
• 78462-65-4 (2S,3S,4R,6S)-2,3-Dimethoxy-6-trityloxymethyl-tetrahydro-pyran-4-ol 
• 78462-61-0 Toluene-4-sulfonic acid (4aR,6S,7S,8S,8aR)-6,7-dimethoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 78462-60-9 Toluene-4-sulfonic acid (4aR,6S,7S,8R,8aR)-7-hydroxy-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 78462-62-1 Toluene-4-sulfonic acid (2R,3R,4S,5S,6S)-3-hydroxy-2-hydroxymethyl-5,6-dimethoxy-tetrahydro-pyran-4-yl ester 
• 100-39-0 benzyl bromide 
• 78462-67-6 (2S,3S,4R,6S)-4-Benzyloxy-2,3-dimethoxy-6-trityloxymethyl-tetrahydro-pyran 

Downstream Products

• 78462-69-8 (2S,4R,5S,6S)-4-Benzyloxy-5,6-dimethoxy-tetrahydro-pyran-2-carbaldehyde 
• 78462-71-2 [(Z)-1-Benzenesulfonyl-2-((2S,4R,5S,6S)-4-benzyloxy-5,6-dimethoxy-tetrahydro-pyran-2-yl)-vinyl]-trimethyl-silane 
• 78462-72-3 [(E)-1-Benzenesulfonyl-2-((2S,4R,5S,6S)-4-benzyloxy-5,6-dimethoxy-tetrahydro-pyran-2-yl)-vinyl]-trimethyl-silane 

Relevant academic research and scientific papers

Stereocontrolled Total Synthesis of (-)-Maytansinol

Chiral maytansinol (1) was synthesized stereoselectively from D-mannose.Asymmetric centers of 1 were induced intramolecularly from an asymmetric carbon corresponding to C-7 via the common key intermediate 3 for maytansinoids.Key points are (i) the usage o

SYNTHETIC STUDIES TOWARD MAYTANSINOIDS. PREPARATION OF THE OPTICALLY ACTIVE INTERMEDIATES FROM D-MANNOSE

Optically active intermediates (15 and 23) for maytansine were synthesized from D-mannose via heteroconjugate addition of methyllithium as a crucial step.