1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

Base Information

Chemical Name:1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside
CAS No.:877462-22-1
Molecular Formula:C₄₅H₅₆N₂O₁₃
Molecular Weight:832.945
Hs Code.:

1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

Synonyms:1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

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Chemical Property of 1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

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Technology Process of 1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

There total 5 articles about 1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-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: 46.0%

: 391860-85-8
allyl 6-O-benzyl-4-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-3-O-((R)-1-(ethoxycarbonyl)ethyl)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 108-24-7
acetic anhydride

: 877462-22-1
1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

Guidance literature:: With zinc/copper couple; acetic acid; In tetrahydrofuran; at 20 ℃; for 3.5h;
DOI:10.1002/chem.200801121

Reference yield:

: 2-[2-allyloxy-6-benzyloxymethyl-5-hydroxy-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yloxy]-propionic acid ethyl ester

: 877462-22-1
1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.17 h / -15 °C

2: AcOH; Zn/Cu / 4 h / 20 °C

3: pyridine / 24 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; copper; acetic acid; zinc; In dichloromethane;
DOI:10.1039/b511866b

Reference yield:

: 391860-83-6
2,2,2-Trichloro-acetimidic acid (2R,4aR,7R,8R,8aS)-8-benzyloxy-2-phenyl-7-(2,2,2-trichloro-ethoxycarbonylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

: 877462-22-1
1-allyl 2-acetylamino-6-O-benzyl-4-O-(2'-acetylamino-3'-O-benzyl-4',6'-O-benzylidene-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-3-O-[(R)-1-(ethoxycarbonyl)ethyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.17 h / -15 °C

2: AcOH; Zn/Cu / 4 h / 20 °C

3: pyridine / 24 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; copper; acetic acid; zinc; In dichloromethane;
DOI:10.1039/b511866b