1044518-74-2

Upstream product

• 90941-94-9 [(4S,6S)-6-(2-Benzhydryloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy]-tert-butyl-dimethyl-silane 
• 100-39-0 benzyl bromide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 90941-90-5 [(2R,3R)-3-((S)-2,2-Diethyl-[1,3]dioxolan-4-ylmethyl)-oxiranyl]-methanol 
• 90941-92-7 (S)-4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-butane-1,3-diol 
• 90941-89-2 (E)-4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-but-2-en-1-ol 
• 90941-93-8 (S)-4-Benzhydryloxy-1-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-butan-2-ol 

Downstream Products

• 114861-21-1 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol 
• 90941-98-3 (S)-2-Benzenesulfinyl-3-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 90988-94-6 (4S,6S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-6-[2-((S)-toluene-4-sulfinyl)-ethyl]-[1,3]dioxane 
• 90941-86-9 (4S,6S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-6-[2-((R)-toluene-4-sulfinyl)-ethyl]-[1,3]dioxane 
• 90941-84-7 Trifluoro-methanesulfonic acid (4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester 
• 90941-83-6 (R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 90941-83-6 (S)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 

Relevant academic research and scientific papers

Synthesis and biophysical studies on 35-Deoxy amphotericin b methyl ester

The use of molecular editing in the elucidation of the mechanism of action of amphotericin B is presented. A modular strategy for the synthesis of amphotericin B and its designed analogues is developed, which relies on an efficient gram-scale synthesis of various subunits of amphotericin B. A novel method for the coupling of the mycosa-mine to the aglycone was identified. The implementation of the approach has enabled the preparation of 35-deoxy amphotericin B methyl ester. Investigation of the antifungal activity and efflux-inducing ability of this amphotericin B congener provided new clues to the role of the 35-hydroxy group and is consistent with the involvement of double barrel ion channels in causing electrolyte efflux. 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

Synthesis of 35-deoxy amphotericin B methyl ester: A strategy for molecular editing

(Chemical Presented) A modular strategy for the assembly of amphotericin B analogues with modifications in the macrolactone ring relies on the efficient gram-scale synthesis of all major and minor motifs of amphotericin B. Proof of concept has been achieved by the preparation of the 35-deoxy aglycone en route to the long-sought-after 35-deoxy analogue of amphotericin B.