6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:278784-85-3
Molecular Formula:C₄₉H₅₆Cl₄N₂O₁₆
Molecular Weight:1070.8
Hs Code.:

6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 8 articles about 6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-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: 93.0%

: 278784-83-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 278784-82-0
6-chlorohexyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 278784-85-3
6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.333333h;
DOI:10.1021/jo991812k

Reference yield:

: 70831-94-6
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide

: 278784-85-3
6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / lutidine; 4 Angstroem MS; AgOTf / CH₂Cl₂ / 3 h

2: NaOMe / methanol / 3 h

3: p-TsOH / acetonitrile / 0.33 h

4: 89 percent / NaH / dimethylformamide / 20 °C

5: 92 percent / methyl orange; NaCNBH₃; HCl / tetrahydrofuran; diethyl ether

6: 93 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂ / 0.33 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; 4 Angstroem MS; lutidine; sodium methylate; silver trifluoromethanesulfonate; methyl orange; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Deacetylation / 3: Condensation / 4: Alkylation / 5: Reduction / 6: Condensation;
DOI:10.1021/jo991812k

Reference yield:

: 2009-83-8
6-chloro-1-hexanol

: 278784-85-3
6-chlorohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / lutidine; 4 Angstroem MS; AgOTf / CH₂Cl₂ / 3 h

2: NaOMe / methanol / 3 h

3: p-TsOH / acetonitrile / 0.33 h

4: 89 percent / NaH / dimethylformamide / 20 °C

5: 92 percent / methyl orange; NaCNBH₃; HCl / tetrahydrofuran; diethyl ether

6: 93 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂ / 0.33 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; 4 Angstroem MS; lutidine; sodium methylate; silver trifluoromethanesulfonate; methyl orange; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Deacetylation / 3: Condensation / 4: Alkylation / 5: Reduction / 6: Condensation;
DOI:10.1021/jo991812k