n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

Base Information

Chemical Name:n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside
CAS No.:217298-84-5
Molecular Formula:C₁₈H₂₆N₄O₅
Molecular Weight:378.428
Hs Code.:

Synonyms:n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

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Chemical Property of n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

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Technology Process of n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

There total 5 articles about n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-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: 93.0%

: 217298-83-4
n-propyl 2-acetamido-3-O-mesyl-6-O-benzyl-2-deoxy-β-D-allopyranoside

: 217298-84-5
n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1021/jo981245l

Reference yield:

: N-((2R,4aR,6R,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-propoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 217298-84-5
n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / pyridine / 24 h / 0 °C

2: 80 percent / NaOAc / 2-methoxy-ethanol; H₂O / 48 h / Heating

3: 90 percent / pyridine / 24 h / 0 - 20 °C

4: 70 percent / molecular sieves (3 Angstroem); NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 6 h / 20 °C

5: 93 percent / NaN₃ / dimethylformamide / 2 h / 80 °C

With pyridine; hydrogenchloride; sodium azide; 3 A molecular sieve; sodium acetate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; 1: Esterification / 2: Hydrolysis / 3: Esterification / 4: Ring cleavage / 5: Substitution;
DOI:10.1021/jo981245l

Reference yield:

: 217298-81-2
n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

: 217298-84-5
n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / 24 h / 0 - 20 °C

2: 70 percent / molecular sieves (3 Angstroem); NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 6 h / 20 °C

3: 93 percent / NaN₃ / dimethylformamide / 2 h / 80 °C

With pyridine; hydrogenchloride; sodium azide; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 1: Esterification / 2: Ring cleavage / 3: Substitution;
DOI:10.1021/jo981245l