4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
CAS No.:148705-01-5
Molecular Formula:C₃₁H₃₉NO₁₈
Molecular Weight:713.647
Hs Code.:

Synonyms:4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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Chemical Property of 4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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Technology Process of 4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 1 articles about 4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 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: 88.0%

: 108-24-7
acetic anhydride

: 148705-00-4
p-nitrophenyl 3',4'-O-isopropylidene-β-lactoside

: 148705-01-5
4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(93)80103-L

Reference yield: 86.0%

: 148705-01-5
4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 148705-02-6
p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-β-lactoside

Guidance literature:: With acetic acid; at 70 ℃; for 1h;
DOI:10.1016/0008-6215(93)80103-L

Reference yield:

: 148705-01-5
4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 218617-35-7
p-acryloylaminophenyl O-[α-D-galactopyranosyl-(1->4)-β-D-galactopyranosyl]-(1->4)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: ethylene glycol; TMSCl / CH₂Cl₂; methanol / 5 h

2: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 0 °C

3: 62 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 10 h

4: NaOMe / methanol / 6 h

5: H₂; 10N HCl / 10 percent Pd(OH)2 on carbon / methanol / 6 h / 20 °C

6: 83 percent / Et₃N / methanol / 1.5 h / 20 °C

With hydrogenchloride; dmap; chloro-trimethyl-silane; hydrogen; sodium methylate; silver perchlorate; ethylene glycol; triethylamine; tin(ll) chloride; palladium hydroxide - carbon; In methanol; dichloromethane; 1: Ring cleavage / 2: Acylation / 3: galactosylation / 4: Hydrolysis / 5: Catalytic hydrogenation / 6: Acylation;
DOI:10.1016/S0968-0896(99)00129-7