4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

Base Information

Chemical Name:4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)
CAS No.:219518-12-4
Molecular Formula:C₄₈H₄₅Cl₇N₂O₁₆
Molecular Weight:1154.06
Hs Code.:

4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

Synonyms:4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

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Chemical Property of 4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

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Technology Process of 4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

There total 6 articles about 4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-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:

: 144923-59-1
ethyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 219518-12-4
4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / HCl / methanol / 16 h / 22 °C

2: 95 percent / TsOH / acetonitrile / 4 h

3: 96 percent / DMAP / pyridine / 1 h / 22 °C

4: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

5: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

6: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

7: 1.) AgOTf, 2.) MeSBr / 1.) CH₂Cl₂, -70 deg C, 5 min, 2.) CH₂Cl₂, 1,2-dichloroethane, -78 deg C, 2 h

With pyridine; hydrogenchloride; dmap; methanesulfonyl bromide; 3 Angstroems MS; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p

Reference yield:

: 186665-14-5
ethyl 2-deoxy-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-glucopyranoside

: 219518-12-4
4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / TsOH / acetonitrile / 4 h

2: 96 percent / DMAP / pyridine / 1 h / 22 °C

3: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

4: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

5: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

6: 1.) AgOTf, 2.) MeSBr / 1.) CH₂Cl₂, -70 deg C, 5 min, 2.) CH₂Cl₂, 1,2-dichloroethane, -78 deg C, 2 h

With pyridine; hydrogenchloride; dmap; methanesulfonyl bromide; 3 Angstroems MS; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo981204p

Reference yield:

: 219518-08-8
ethyl 4,6-O-benzylidene-2-deoxy-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-glucopyranoside

: 219518-12-4
4-methoxyphenyl <3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-β-D-galactopyranosyl>-(1->4)-(6-O-benzyl-2-deoxy-2-(tetrachlorophthalimido)-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / DMAP / pyridine / 1 h / 22 °C

2: 93 percent / NaBH₃CN, HCl, 3 Angstroems MS / diethyl ether; tetrahydrofuran / 2 h / 0 °C

3: pyridine / CH₂Cl₂ / 2 h / -50 - -20 °C

4: 864 mg / dimethylformamide / 2.5 h / Ambient temperature

5: 1.) AgOTf, 2.) MeSBr / 1.) CH₂Cl₂, -70 deg C, 5 min, 2.) CH₂Cl₂, 1,2-dichloroethane, -78 deg C, 2 h

With pyridine; hydrogenchloride; dmap; methanesulfonyl bromide; 3 Angstroems MS; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo981204p