8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:98856-38-3
Molecular Formula:C₂₈H₄₁NO₈
Molecular Weight:519.635
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Technology Process of 8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 1 articles about 8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-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: 74.0%

: 71048-95-8
ω-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 106-95-6
allyl bromide

: 98856-38-3
8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; for 3h; Ambient temperature;
DOI:10.1016/0008-6215(82)84034-2

Reference yield: 87.0%

: 98856-38-3
8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 98807-80-8
8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1016/0008-6215(85)85204-6

Reference yield:

: 98856-38-3
8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 98807-85-3
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / NaBH₃CN, HCl, molecular sieve 3 Angstroem / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / Hg(CN)2, molecular sieve 4 Angstroem / benzene; nitromethane / 16 h / Ambient temperature

3: 85 percent / 0.01 M MeONa / methanol / 144 h / Ambient temperature

4: 79 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT 16 h

5: 57 percent / α,α'-azobisisobutyronitrile, tributylstannane / toluene / 2 h / 80 °C

6: 1.) tris(triphenylphosphine)rhodium(I) chloride; 2.) HgO, HgCl₂ / 1.) EtOH-benzene-H₂O, reflux, 16 h; 2.) acetone-H₂O, RT, 30 min

With hydrogenchloride; dmap; Wilkinson's catalyst; 3 A molecular sieve; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; diethyl ether; nitromethane; toluene; acetonitrile; benzene;
DOI:10.1016/0008-6215(85)85204-6