(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Base Information

Chemical Name:(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one
CAS No.:891845-65-1
Molecular Formula:C₄₅H₇₀O₈Si₂
Molecular Weight:795.217
Hs Code.:

(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Synonyms:(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

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Chemical Property of (R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

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Technology Process of (R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

There total 11 articles about (R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-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:

: (R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-ol

: 891845-65-1
(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1002/anie.200600295

Reference yield:

: 947392-65-6
(S)-4-((Z)-3-Chloro-2-methyl-propenyl)-2,2-dimethyl-[1,3]dioxolane

: 891845-65-1
(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: nBuLi / tetrahydrofuran / 2 h / -30 °C

1.2: tetrahydrofuran / 1 h / -30 - 0 °C

2.1: HgCl₂; CaCO₃ / acetonitrile / 0.5 h / 0 °C

3.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / 25 °C

4.1: I₂; Ph₃P; imidazole / tetrahydrofuran / 0.5 h / 25 °C

5.1: tBuLi / diethyl ether / 1 h / -78 °C

5.2: diethyl ether / 0.5 h

6.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; triphenylphosphine; calcium carbonate; mercury dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1002/anie.200600295

Reference yield:

: 2-{2-[(Z)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-ethanol

: 891845-65-1
(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: I₂; Ph₃P; imidazole / tetrahydrofuran / 0.5 h / 25 °C

2.1: tBuLi / diethyl ether / 1 h / -78 °C

2.2: diethyl ether / 0.5 h

3.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; iodine; tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/anie.200600295