4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside
CAS No.:677767-17-8
Molecular Formula:C₄₈H₅₆O₁₄Si
Molecular Weight:885.05
Hs Code.:

Synonyms:4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

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Chemical Property of 4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

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Technology Process of 4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 7 articles about 4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside 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: 86.0%

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 677767-13-4
4-methoxyphenyl O-(2-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

: 677767-17-8
4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1039/b314244b

Reference yield:

: 671194-40-4
4-methoxyphenyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

: 677767-17-8
4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: aq. CF₃COOH / 0.25 h / 20 °C

2: 5.48 g / DMAP; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h

3: 90 percent / aq. cerium(IV) ammonium nitrate / toluene; acetonitrile / 0.25 h / 20 °C

4: 1.31 g / DBU / CH₂Cl₂ / 0.5 h / 20 °C

5: 55 percent / 4 Angstroem molecular sieves; Me₃SiOTf / CH₂Cl₂; toluene / 0.5 h / 20 °C

6: 90 percent / pyridine; AcOH; hydrazine hydrate / 0.13 h / 20 °C

7: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; toluene; acetonitrile;
DOI:10.1039/b314244b

Reference yield:

: 904684-24-8
Benzoic acid (2S,3R,4S,5R,6R)-4,5-dihydroxy-6-hydroxymethyl-2-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yl ester

: 677767-17-8
4-methoxyphenyl O-(2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 5.48 g / DMAP; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 2 h

2: 90 percent / aq. cerium(IV) ammonium nitrate / toluene; acetonitrile / 0.25 h / 20 °C

3: 1.31 g / DBU / CH₂Cl₂ / 0.5 h / 20 °C

4: 55 percent / 4 Angstroem molecular sieves; Me₃SiOTf / CH₂Cl₂; toluene / 0.5 h / 20 °C

5: 90 percent / pyridine; AcOH; hydrazine hydrate / 0.13 h / 20 °C

6: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In dichloromethane; toluene; acetonitrile;
DOI:10.1039/b314244b