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

Base Information

Chemical Name:octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:503602-30-0
Molecular Formula:C₅₇H₇₁NO₁₁
Molecular Weight:946.191
Hs Code.:

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

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

Chemical Property:

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

There total 10 articles about octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-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,4S,5R,6S)-6-((2R,3S,4R,5R,6R)-5-Amino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl]-methanol

: 503602-30-0
octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-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:

: 20701-62-6,56119-29-0,147332-52-3
ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 503602-30-0
octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 61 percent / N-iodosuccinimide; silver triflate; 4A molecular sieves / CH₂Cl₂

2: 70 percent / sodium / methanol / 48 h / 20 °C

3: 66 percent / NaH; tetrabutyl ammonium iodide / dimethylformamide

4: 92 percent / AcOH / 4 h / 80 °C

5: 100 percent / diisopropylethylamine / CH₂Cl₂ / 8 h / 20 °C

6: 84 percent / NaH; tetrabutylammonium iodide / dimethylformamide

7: 97 percent / trifluoroacetic acid; triisopropylsilane / CH₂Cl₂ / 2 h / 20 °C

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

9: 255 mg / triethylamine / methanol / 2 h / 20 °C

With N-iodo-succinimide; chlorotriisopropylsilane; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 145064-88-6
octyl 4,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-30-0
octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 61 percent / N-iodosuccinimide; silver triflate; 4A molecular sieves / CH₂Cl₂

2: 70 percent / sodium / methanol / 48 h / 20 °C

3: 66 percent / NaH; tetrabutyl ammonium iodide / dimethylformamide

4: 92 percent / AcOH / 4 h / 80 °C

5: 100 percent / diisopropylethylamine / CH₂Cl₂ / 8 h / 20 °C

6: 84 percent / NaH; tetrabutylammonium iodide / dimethylformamide

7: 97 percent / trifluoroacetic acid; triisopropylsilane / CH₂Cl₂ / 2 h / 20 °C

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

9: 255 mg / triethylamine / methanol / 2 h / 20 °C

With N-iodo-succinimide; chlorotriisopropylsilane; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; ethylenediamine; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7