1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

Base Information

Chemical Name:1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol
CAS No.:212686-87-8
Molecular Formula:C₂₆H₃₄O₅Si
Molecular Weight:454.638
Hs Code.:

Synonyms:1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

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Chemical Property of 1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

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Technology Process of 1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

There total 1 articles about 1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol 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: 45.0%

: 54655-07-1
lithium trimethylsilylacetylenide

: 96690-02-7
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

: 212686-87-8
1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

: 212686-86-7
1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-trimethylsilanyl-propynol

Guidance literature:: In tetrahydrofuran; at -78 ℃;
DOI:10.1039/a802228c

Reference yield:

: 212686-87-8
1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

: 212694-28-5
(1R,2R,3S,4R,5S)-5-methylcyclohexane-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 6 steps

1: i-PrNEt₂ / CH₂Cl₂ / Ambient temperature

2: TBAF / tetrahydrofuran / Ambient temperature

3: 71 percent / I₂, PPh₃, imidazole / toluene / Heating

4: 99 percent / Bu₃SnH, AIBN / benzene / 24 h / Heating

5: 1.) BH₃*Me₂S, 2.) H₂O₂, NaOH / 1.) THF, 2.) THF, 0 deg C

6: 99 percent / HCl, H₂O / methanol

With 1H-imidazole; hydrogenchloride; sodium hydroxide; 2,2'-azobis(isobutyronitrile); N,N-diethyl-N-isopropylamine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; iodine; tri-n-butyl-tin hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1039/a802228c

Reference yield:

: 212686-87-8
1-{(4S,5R)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propynol

: Acetic acid (1S,2R,3R,5S,6R)-2,3,6-triacetoxy-5-methyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: i-PrNEt₂ / CH₂Cl₂ / Ambient temperature

2: TBAF / tetrahydrofuran / Ambient temperature

3: 71 percent / I₂, PPh₃, imidazole / toluene / Heating

4: 99 percent / Bu₃SnH, AIBN / benzene / 24 h / Heating

5: 1.) BH₃*Me₂S, 2.) H₂O₂, NaOH / 1.) THF, 2.) THF, 0 deg C

6: 99 percent / HCl, H₂O / methanol

7: 99 percent / pyridine / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; sodium hydroxide; 2,2'-azobis(isobutyronitrile); N,N-diethyl-N-isopropylamine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; iodine; tri-n-butyl-tin hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1039/a802228c