methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside
CAS No.:172949-84-7
Molecular Formula:C₃₈H₄₅N₃O₁₀
Molecular Weight:703.789
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

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Technology Process of methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

There total 8 articles about methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-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: 85.0%

: 172949-83-6
methyl 2,3,6-tri-O-acetyl-4-O-(5-p-tolylsulfonyloxy-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

: 172949-84-7
methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 8h;
DOI:10.1016/0008-6215(95)00089-C

Reference yield:

: 69380-65-0
1,2-O-isopropylidenehexane-1,2,6-triol 6-p-toluenesulphonate

: 172949-84-7
methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / NaI / acetone / 5 h / Heating

2: 64 percent / NaH / dimethylformamide / 3 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol

4: pyridine

5: 75 percent / TFA / CHCl₃ / 12 h / Ambient temperature

6: 78.6 percent / pyridine / 10 h / Ambient temperature

7: 65 percent / 4-dimethylaminopyridine / CH₂Cl₂

8: 85 percent / NaN₃ / dimethylformamide / 8 h / 60 °C

With pyridine; dmap; sodium azide; hydrogen; sodium hydride; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(95)00089-C

Reference yield:

: 106681-40-7
6-iodo-1,2-O-isopropylidenehexane-1,2-diol

: 172949-84-7
methyl 2,3,6-tri-O-acetyl-4-O-(5-azido-6-triphenylmethoxyhexyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / NaH / dimethylformamide / 3 h / Ambient temperature

2: H₂ / 10percent Pd/C / methanol

3: pyridine

4: 75 percent / TFA / CHCl₃ / 12 h / Ambient temperature

5: 78.6 percent / pyridine / 10 h / Ambient temperature

6: 65 percent / 4-dimethylaminopyridine / CH₂Cl₂

7: 85 percent / NaN₃ / dimethylformamide / 8 h / 60 °C

With pyridine; dmap; sodium azide; hydrogen; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00089-C