3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

Base Information

Chemical Name:3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose
CAS No.:1616296-80-0
Molecular Formula:C₂₂H₃₄O₆Si
Molecular Weight:422.594
Hs Code.:

Synonyms:3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

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Chemical Property of 3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

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Technology Process of 3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

There total 1 articles about 3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose 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: 67.0%

: 100-39-0
benzyl bromide

: 943129-12-2
(3R,4S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-dihydro-furan-2-one

: 1616296-80-0
3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

Guidance literature:: With silver(l) oxide; In ethyl acetate; at 0 - 20 ℃; for 15h; Inert atmosphere;
DOI:10.1016/j.carres.2014.04.005

Reference yield:

: 1616296-80-0
3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

: 1066-54-2
trimethylsilylacetylene

: C₂₇H₄₄O₆Si₂

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.1016/j.carres.2014.04.005

Reference yield:

: 1616296-80-0
3-O-benzyl-2-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-α-D-galactofuranose

: 1616296-83-3
1-(trimethylsilyl)-3-(3-O-benzyl-2,5,6-tri-O-tertbutyldimethylsilyl-a-D-galactofuranosyl) ethyne

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2014.04.005