(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

Base Information

Chemical Name:(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate
CAS No.:938176-22-8
Molecular Formula:C₆₄H₈₁NO₁₂
Molecular Weight:1056.35
Hs Code.:

(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

Synonyms:(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

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Chemical Property of (2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

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Technology Process of (2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

There total 16 articles about (2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: (2R,6R,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl 2,2,2-trichloroacetimidate

: 905928-14-5
(2S,3S,4R)-2-((tert-butoxycarbonyl)amino)-1-hydroxyoctadecane-3,4-diyl dibenzoate

: 938176-22-8
(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; at -30 ℃; for 1h;
DOI:10.1021/ja062740z

Reference yield:

: C₃₂H₄₇NO₅

: 938176-22-8
(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 301 mg / NaHCO₃ / dioxane; aq. NaHCO₃

2: 77 percent / AW₃₀₀; TMSOTf / diethyl ether; tetrahydrofuran / 1 h / -30 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; sodium hydrogencarbonate;
DOI:10.1021/ja062740z

Reference yield:

: (S)-4-((1S,2R)-1,2-Bis-benzoyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 938176-22-8
(2S,3S,4R)-1-(((2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]-dioxin-6-yl)oxy)-2-((tert-butoxycarbonyl)amino)octadecane-3,4-diyl dibenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: TFA / methanol / 2 h / 0 °C

2: 301 mg / NaHCO₃ / dioxane; aq. NaHCO₃

3: 77 percent / AW₃₀₀; TMSOTf / diethyl ether; tetrahydrofuran / 1 h / -30 °C

With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; sodium hydrogencarbonate;
DOI:10.1021/ja062740z