(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

Base Information

Chemical Name:(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate
CAS No.:1611470-10-0
Molecular Formula:C₅₇H₅₂O₁₆
Molecular Weight:993.03
Hs Code.:

(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

Synonyms:(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

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Chemical Property of (2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

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Technology Process of (2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

There total 1 articles about (2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-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:

: C₂₂H₃₂O₁₁

: 98-88-4
benzoyl chloride

: 1611470-10-0
(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2014.04.069

Reference yield:

: 1611470-10-0
(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

: C₅₀H₄₆O₁₆

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 60 ℃; for 24h;
DOI:10.1016/j.tet.2014.04.069

Reference yield:

: 1611470-10-0
(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-5-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

: 1612138-69-8
(2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-5-(2-phenyl-1,3-dioxan-5-yloxy)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 24 h / 60 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2014.04.069