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

Base Information

Chemical Name:(4S,5R)-5-((1R,3S)-5-Benzyloxy-1-hydroxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-dihydro-furan-2-one
CAS No.:866089-49-8
Molecular Formula:C₃₂H₄₈O₇Si
Molecular Weight:572.814
Hs Code.:

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

There total 1 articles about (4S,5R)-5-((1R,3S)-5-Benzyloxy-1-hydroxy-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: 86.0%

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

: 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

Guidance literature:: With zinc(II) chloride; In diethyl ether; at 20 ℃;
DOI:10.1021/ol0514303

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:

: 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

: (4S,5R)-5-((1R,3S)-5-Benzyloxy-1-methoxy-3-triethylsilanyloxy-pentyl)-4-(4-methoxy-benzyloxy)-3,3-dimethyl-tetrahydro-furan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / molecular sieves 4 Angstroem; Proton Sponge / CH₂Cl₂ / 5 h / 20 °C

2: 453 mg / DIBAL-H / toluene; hexane / 0.5 h / -78 °C

With Proton Sponge; 4 A molecular sieve; diisobutylaluminium hydride; In hexane; dichloromethane; toluene;
DOI:10.1021/ol0514303