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

Base Information

Chemical Name:octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphityl-β-D-glucopyranoside
CAS No.:503602-54-8
Molecular Formula:C₇₁H₈₄NO₁₃P
Molecular Weight:1190.42
Hs Code.:

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

There total 10 articles about octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphityl-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: 45.0%

: 67746-43-4
dibenzyl N,N-diethylphosphoramidite

: 503602-48-0
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 503602-54-8
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphityl-β-D-glucopyranoside

Guidance literature:: With 1,2,4-Triazole; In dichloromethane; for 15h;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 100-39-0
benzyl bromide

: 503602-54-8
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / tetrabutylammonium iodide; NaH / dimethylformamide / 0 °C

2: 95 percent / palladium chloride / methanol / 3 h / 20 °C

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

4: 615 mg / triethylamine / methanol / 2 h / 20 °C

5: 45 percent / 1,2,4-triazole / CH₂Cl₂ / 15 h

With 1,2,4-Triazole; tetra-(n-butyl)ammonium iodide; sodium hydride; ethylenediamine; triethylamine; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 161664-93-3
octyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-54-8
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-6-O-benzyl-2-deoxy-3-O-dibenzylphosphityl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 56 percent / sodium hydride / dimethylformamide / 3 h / 20 °C

2: 96 percent / sodium cyanoborohydride; HCl; 4A molecular sieves / tetrahydrofuran; diethyl ether / 0 - 20 °C

3: 80 percent / N-iodosuccinimide; 4A molecular sieves / CH₂Cl₂ / 0 °C

4: 77 percent / sodium / methanol / 48 h / 20 °C

5: 35 percent / tetrabutylammonium iodide; NaH / dimethylformamide / 0 °C

6: 95 percent / palladium chloride / methanol / 3 h / 20 °C

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

8: 615 mg / triethylamine / methanol / 2 h / 20 °C

9: 45 percent / 1,2,4-triazole / CH₂Cl₂ / 15 h

With 1,2,4-Triazole; hydrogenchloride; N-iodo-succinimide; 4 A molecular sieve; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; ethylenediamine; triethylamine; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0008-6215(02)00178-7