[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester
CAS No.:181637-27-4
Molecular Formula:C₂₉H₃₃NO₅Si
Molecular Weight:503.67
Hs Code.:

Synonyms:[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

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Chemical Property of [(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

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Technology Process of [(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

There total 6 articles about [(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester 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: 65.0%

: 181637-26-3
[(1S,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-furan-2-yl-3-hydroxy-butyl]-carbamic acid benzyl ester

: 181637-27-4
[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: With sodium hydrogencarbonate; ozone; In methanol; dichloromethane; at -78 ℃;
DOI:10.1016/0040-4039(96)01365-2 DOI:10.1016/S0040-4020(98)00736-4

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 181637-27-4
[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Na₂CO₃ / ethyl acetate; toluene; H₂O / 0.5 h / 0 °C

2: 65 percent / O₃, NaHCO₃ / CH₂Cl₂; methanol / -78 °C

With sodium hydrogencarbonate; sodium carbonate; ozone; In methanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/S0040-4020(98)00736-4

Reference yield:

: 148409-93-2
(S)-N-(1-(furan-2-yl)but-3-en-1-yl)-4-methylbenzenesulfonamide

: 181637-27-4
[(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / K₃Fe(CN)6, K₂CO₃, (DHQ)2-PYR, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

2: 97 percent / imidazole / tetrahydrofuran / 2 h / Ambient temperature

3: Na, naphthalene / 1,2-dimethoxy-ethane / 1 h / -78 °C

4: Na₂CO₃ / ethyl acetate; toluene; H₂O / 0.5 h / 0 °C

5: 65 percent / O₃, NaHCO₃ / CH₂Cl₂; methanol / -78 °C

With 1H-imidazole; naphthalene; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium dioxotetrahydroxoosmate(VI); sodium; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; ozone; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(98)00736-4