Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

Base Information

Chemical Name:Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester
CAS No.:195141-54-9
Molecular Formula:C₃₂H₃₈O₈Si
Molecular Weight:578.734
Hs Code.:

Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

Synonyms:Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

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Chemical Property of Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

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Technology Process of Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

There total 9 articles about Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl 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:

: Acetic acid (2S,3S,4S)-4-(benzo[1,3]dioxol-5-yl-bromo-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

: 195141-54-9
Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: With water; silica gel; In ethyl acetate; benzene;
DOI:10.1271/bbb.61.1342

Reference yield:

: 195141-40-3
(2S,3R,4S)-4-Benzo[1,3]dioxol-5-ylmethyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 195141-54-9
Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / PCC / CH₂Cl₂ / 6 h / Ambient temperature

2: 87 percent / pyridine; tetrahydrofuran; toluene / 1 h / -40 °C

3: 99 percent / OsO₄, NMO, t-BuOH / H₂O; acetone / 40 h / 0 °C

4: 88 percent / DMAP / 16 h / Ambient temperature

5: NBS, (BzO)2 / CCl₄ / 0.5 h / Heating

6: 0.27 g / SiO₂, H₂O / benzene; ethyl acetate

With dmap; N-Bromosuccinimide; osmium(VIII) oxide; N-methyl-2-indolinone; water; silica gel; pyridinium chlorochromate; tert-butyl alcohol; dibenzoyl peroxide; In tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; water; ethyl acetate; acetone; toluene; benzene;
DOI:10.1271/bbb.61.1342

Reference yield:

: 195141-46-9
((2R,4R)-4-Benzo[1,3]dioxol-5-ylmethyl-3-methylene-tetrahydro-furan-2-ylmethoxy)-tert-butyl-diphenyl-silane

: 195141-54-9
Acetic acid (2S,3S,4R)-4-(benzo[1,3]dioxol-5-yl-hydroxy-methyl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-tetrahydro-furan-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / OsO₄, NMO, t-BuOH / H₂O; acetone / 40 h / 0 °C

2: 88 percent / DMAP / 16 h / Ambient temperature

3: NBS, (BzO)2 / CCl₄ / 0.5 h / Heating

4: 0.27 g / SiO₂, H₂O / benzene; ethyl acetate

With dmap; N-Bromosuccinimide; osmium(VIII) oxide; N-methyl-2-indolinone; water; silica gel; tert-butyl alcohol; dibenzoyl peroxide; In tetrachloromethane; water; ethyl acetate; acetone; benzene;
DOI:10.1271/bbb.61.1342