1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Base Information

Chemical Name:1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol
CAS No.:272775-90-3
Molecular Formula:C₃₈H₄₁N₃O₈
Molecular Weight:667.759
Hs Code.:

Synonyms:1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

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Chemical Property of 1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Chemical Property:

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Technology Process of 1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

There total 15 articles about 1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol 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: 79.0%

: 127-08-2
potassium acetate

: 330801-88-2
1L-1-azido-3,6-di-O-benzyl-1-deoxy-2-O-methanesulfonyl-4,5-di-O-(p-methoxybenzyl)-scyllo-inositol

: 272775-90-3
1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: With 18-crown-6 ether; In N,N-dimethyl-formamide; at 100 ℃; for 36h;
DOI:10.1021/jo010925c

Reference yield:

: 330801-87-1
1L-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-scyllo-inositol

: 272775-90-3
1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / pyridine / 7 h / 20 °C

2: 79 percent / 18-crown-6 ether / dimethylformamide / 36 h / 100 °C

With pyridine; 18-crown-6 ether; In N,N-dimethyl-formamide;
DOI:10.1021/jo010925c

Reference yield:

: (±)-1,2:4,5-di-O-cyclohexylidene-myo-inositol

: 272775-90-3
1L-2-O-acetyl-1-azido-3,6-di-O-benzyl-1-deoxy-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 12 steps

1.1: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

1.2: 84 percent / dimethylformamide / 3.5 h / 0 - 20 °C

2.1: 74 percent / p-TsOH*H₂O; ethanol / 2 h / 45 °C

3.1: NaH / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.2: nBu₄NI / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

4.1: 13.2 g / AcOH; water / 1 h / 50 °C

5.1: 41 percent / 4-dimethylaminopyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 3.5 h / -15 °C

6.1: 81 percent / NaOMe / methanol / 0.5 h / 20 °C

7.1: 84 percent / pyridine / 12 h / 20 °C

8.1: 97 percent / pyridine / 7 h / 20 °C

9.1: 89 percent / NaN₃ / dimethylformamide / 11 h / 100 °C

10.1: 96 percent / NaOMe / methanol / 12 h / 20 °C

11.1: 84 percent / pyridine / 7 h / 20 °C

12.1: 79 percent / 18-crown-6 ether / dimethylformamide / 36 h / 100 °C

With pyridine; dmap; sodium azide; 18-crown-6 ether; ethanol; water; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo010925c