(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

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Chemical Name:(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one
CAS No.:866089-51-2
Molecular Formula:C₃₃H₅₀O₇Si
Molecular Weight:586.841
Hs Code.:

Synonyms:(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

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Chemical Property of (4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

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Technology Process of (4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

There total 2 articles about (4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one 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: 89.0%

: 866089-49-8
(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-hydroxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

: 420-37-1
trimethoxonium tetrafluoroborate

: 866089-51-2
(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

Guidance literature:: With Proton Sponge; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/ol0514303

Reference yield:

: (S)-3-[3-((S)-4-Benzyloxy-2-triethylsilanyloxy-butyl)-oxiranyl]-3-(4-methoxy-benzyloxy)-2,2-dimethyl-propionic acid tert-butyl ester

: 866089-51-2
(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / anhydrous ZnCl₂ / diethyl ether / 20 °C

2: 89 percent / molecular sieves 4 Angstroem; Proton Sponge / CH₂Cl₂ / 5 h / 20 °C

With Proton Sponge; 4 A molecular sieve; zinc(II) chloride; In diethyl ether; dichloromethane;
DOI:10.1021/ol0514303