17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:178476-03-4
Molecular Formula:C₃₄H₄₈BrNO₁₁
Molecular Weight:726.659
Hs Code.:

Synonyms:17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Chemical Property of 17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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Technology Process of 17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 9 articles about 17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-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: 85.0%

: 100-39-0
benzyl bromide

: 17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 178476-03-4
17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; at 55 ℃; for 12h;
DOI:10.1248/cpb.48.1256

Reference yield: 85.0%

: 100-39-0
benzyl bromide

: N-((2R,4aR,6R,7R,8R,8aS)-6-{2-[2-(2-{2-[2-(2-Bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 178476-03-4
17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0960-894X(98)00488-0

Reference yield:

: 2615-15-8
pentaethylene glycol

: 178476-03-4
17-bromo-3,6,9,12,15-pentaoxaheptadecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: LiBr / butan-2-one / 1 h / Heating

3: 80 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieve 4A / 1,2-dichloro-ethane / 1.5 h / 20 - 50 °C

4: sodium methoxide/MeOH / 0.5 h / 20 °C

5: 10-camphor sulfonic acid / dimethylformamide / 3 h / 55 °C

6: 85 percent / BaO; Ba(OH)2*8H₂O / dimethylformamide / 12 h / 55 °C

With methanol; barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; triethylamine; lithium bromide; barium(II) oxide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; butanone;
DOI:10.1248/cpb.48.1256