octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:503602-43-5
Molecular Formula:C₅₇H₇₁NO₁₁
Molecular Weight:946.191
Hs Code.:

Synonyms:octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 10 articles about octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-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:

: 108-24-7
acetic anhydride

: [(2R,3S,4R,5R,6R)-5-Amino-4-benzyloxy-6-octyloxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol

: 503602-43-5
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylamine; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 161664-92-2
octyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-43-5
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 1.03 g / p-toleunesulfonic acid / acetonitrile / 15 h / 60 °C

2: 65 percent / NaH / dimethylformamide / 20 °C

3: 82 percent / sodium cyanoborohydride; 4A molecular sieves; trifluoroacetic acid / dimethylformamide / 12 h / 20 °C

4: 88 percent / 4A molecular sieves; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

5: 77 percent / sodium / methanol / 48 h / 20 °C

6: 35 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 0 °C

7: 59 percent / DDQ / CH₂Cl₂ / 2 h / 20 °C

8: ethylenediamine / 2-methyl-propan-2-ol / 30 h / 90 °C

9: 70 mg / triethylamine / methanol / 2 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; ethylenediamine; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 161664-91-1
octyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-43-5
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: sodium / methanol / 2 h / 20 °C

2: 1.03 g / p-toleunesulfonic acid / acetonitrile / 15 h / 60 °C

3: 65 percent / NaH / dimethylformamide / 20 °C

4: 82 percent / sodium cyanoborohydride; 4A molecular sieves; trifluoroacetic acid / dimethylformamide / 12 h / 20 °C

5: 88 percent / 4A molecular sieves; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

6: 77 percent / sodium / methanol / 48 h / 20 °C

7: 35 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 0 °C

8: 59 percent / DDQ / CH₂Cl₂ / 2 h / 20 °C

9: ethylenediamine / 2-methyl-propan-2-ol / 30 h / 90 °C

10: 70 mg / triethylamine / methanol / 2 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; ethylenediamine; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7