2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside
CAS No.:197143-98-9
Molecular Formula:C₅₁H₅₂O₁₅Si
Molecular Weight:933.05
Hs Code.:

Synonyms:2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

There total 7 articles about 2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside 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: 59.0%

: 197143-95-6
Benzoic acid (2S,3R,4S,5R)-4,5-dihydroxy-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yl ester

: 197143-98-9
2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Guidance literature:: Benzoic acid (2S,3R,4S,5R)-4,5-dihydroxy-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yl ester; With silver trifluoromethanesulfonate; Iodine monochloride; In dichloromethane; acetonitrile; at -78 ℃; for 1.5h; Molecular sieve;

With diisopropylamine; In dichloromethane; acetonitrile;

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 197143-98-9
2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / HgO, HgBr₂, 4A MS / CH₂Cl₂ / 1 h / Ambient temperature

2: 98 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 49 percent / DMAP, Et₃N / CHCl₃ / 48 h / Ambient temperature

4: 2.) Bu₄NF*3H₂O, HOAc / 1.) pyridine, room temperature, 3.5 h, 2.) THF, room temperature, 12 h

5: NIS, TfOH, MS 300AW / acetonitrile; CH₂Cl₂ / 0.75 h / -45 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 300AW; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; triethylamine; mercury dibromide; mercury(II) oxide; In methanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1021/jo970298k

Reference yield:

: 98-88-4
benzoyl chloride

: 197143-98-9
2-(Trimethylsilyl)ethyl 2-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) Bu₄NF*3H₂O, HOAc / 1.) pyridine, room temperature, 3.5 h, 2.) THF, room temperature, 12 h

2: NIS, TfOH, MS 300AW / acetonitrile; CH₂Cl₂ / 0.75 h / -45 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 300AW; tetrabutyl ammonium fluoride; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jo970298k