1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

Base Information

Chemical Name:1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene
CAS No.:326474-03-7
Molecular Formula:C₂₄H₄₁FO₃Si₂
Molecular Weight:452.757
Hs Code.:

Synonyms:1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

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Chemical Property of 1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

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Technology Process of 1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

There total 1 articles about 1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene 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: 40.0%

: 460-00-4
1-Bromo-4-fluorobenzene

: 201232-73-7
p-tert-butylphenyl 4,6-di-O-tert-butyl(dimethyl)silyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 326474-03-7
1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

Guidance literature:: 1-Bromo-4-fluorobenzene; With magnesium; In tetrahydrofuran;

p-tert-butylphenyl 4,6-di-O-tert-butyl(dimethyl)silyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; for 24h; Further stages.;
DOI:10.1002/1099-0690(200101)2001:2<375::AID-EJOC375>3.0.CO;2-J

Reference yield: 100.0%

: 326474-03-7
1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

: (2R,3S,6R)-6-(4-Fluoro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/1099-0690(200101)2001:2<375::AID-EJOC375>3.0.CO;2-J

Reference yield:

: 326474-03-7
1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-fluorobenzene

: 326474-07-1
1-(2,3-dideoxy-β-D-erythro-hexopyranosyl)-4-fluorobenzene

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / Bu₄NF*3H₂O / tetrahydrofuran / 2 h / 20 °C

2: 42 percent / H₂ / [Rh(COD)(dppb)]ClO₄ / ethanol / 24 h / 20 °C / 760.05 Torr

With tetrabutyl ammonium fluoride; hydrogen; [Rh(COD)(1,4-bis(diphenylphosphino)butane)]ClO₄; In tetrahydrofuran; ethanol;
DOI:10.1002/1099-0690(200101)2001:2<375::AID-EJOC375>3.0.CO;2-J