2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

Base Information

Chemical Name:2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol
CAS No.:385841-97-4
Molecular Formula:C₂₇H₃₈O₅Si
Molecular Weight:470.681
Hs Code.:

Synonyms:2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

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Chemical Property of 2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

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Technology Process of 2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

There total 1 articles about 2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol 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: 90.0%

: [(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester

: 385841-97-4
2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;
DOI:10.1016/j.bmcl.2004.06.037

Reference yield: 98.0%

: 124-63-0
methanesulfonyl chloride

: 385841-97-4
2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

: 385841-98-5
Methanesulfonic acid 2-[(2S,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/j.bmcl.2004.06.037

Reference yield:

: 385841-97-4
2-[(2S,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-ethanol

: AL-12182

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / Et₃N / CH₂Cl₂ / 0 °C

2.1: 95 percent / dimethylsulfoxide / 45 °C

3.1: i-Bu₂AlH / hexane; toluene / -65 °C

3.2: 94 percent / aq. AcOH / hexane; toluene / 0 °C

4.1: NaN(SiMe₃)2 / tetrahydrofuran / 20 °C

4.2: 85 percent / toluene / -68 - -20 °C

5.1: H₅IO₆ / isopropyl acetate

5.2: AcOH / CH₂Cl₂ / 0 °C

6.1: (-)-Ipc₂BCl / heptane; tetrahydrofuran / -45 °C

7.1: TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; periodic acid; triethylamine; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; hexane; n-heptane; dichloromethane; Isopropyl acetate; dimethyl sulfoxide; toluene;
DOI:10.1016/j.bmcl.2004.06.037