8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside
CAS No.:180335-99-3
Molecular Formula:C₂₅H₃₉NO₇
Molecular Weight:465.587
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

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Technology Process of 8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

There total 6 articles about 8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside 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: 95.0%

: 180335-98-2
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(4-methoxybenzyl)-β-D-xylopyranoside

: 180335-99-3
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.5h;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

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

: 180335-99-3
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / dimethylformamide / 0.5 h / -50 - -40 °C

1.2: 68 percent / dimethylformamide / 1 h / -50 - 20 °C

2.1: 83 percent / HCl; sodium cyanoborohydride; 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.67 h / 0 °C

3.1: 73 percent / 4-dimethylaminopyridine / acetonitrile / 22 h / 20 °C / Heating

4.1: 90 percent / α,α'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / 80 °C

5.1: 95 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0.5 h

With hydrogenchloride; dmap; ammonium cerium(IV) nitrate; 3 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Metallation / 1.2: benzylation / 2.1: Ring cleavage / 3.1: Esterification / 4.1: Reduction / 5.1: debenzylation;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

: 152480-29-0
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 180335-99-3
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / 4-dimethylaminopyridine / acetonitrile / 22 h / 20 °C / Heating

2: 90 percent / α,α'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / 80 °C

3: 95 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0.5 h

With dmap; ammonium cerium(IV) nitrate; azobisisobutyronitrile; tri-n-butyl-tin hydride; In water; toluene; acetonitrile; 1: Esterification / 2: Reduction / 3: debenzylation;
DOI:10.1016/0008-6215(96)00047-X