2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

Base Information

Chemical Name:2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol
CAS No.:202460-04-6
Molecular Formula:C₃₁H₄₁N₃O₈SSi
Molecular Weight:643.833
Hs Code.:

Synonyms:2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

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Chemical Property of 2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

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Technology Process of 2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

There total 5 articles about 2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol 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: 75.0%

: 202460-03-5
2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-5,6-O-(1-ethylpropylidene)-L-mannitol

: 202460-04-6
2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

Guidance literature:: With acetic acid; In water; at 50 ℃; for 17h;
DOI:10.1246/bcsj.71.259

Reference yield:

: (2S,3S,4S,5S)-5-Azido-4-(4-methoxy-benzyloxy)-hexane-1,2,3,6-tetraol

: 202460-04-6
2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1: 3.48 g / p-toluenesulfonic acid monohydrate / 5 h / 20 °C

2: 100 percent / imidazole / dimethylformamide / 10.2 h / 0 - 20 °C

3: 100 percent / triethylamine / CH₂Cl₂ / 1.17 h / 0 - 20 °C

4: 75 percent / acetic acid / H₂O / 17 h / 50 °C

With 1H-imidazole; toluene-4-sulfonic acid; acetic acid; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; 1: Cyclization / 2: silylation / 3: mesylation / 4: Hydrolysis;
DOI:10.1246/bcsj.71.259

Reference yield:

: 202460-00-2
2-azido-2-deoxy-4,5-O-isopropylidene-3-O-(4-methoxybenzyl)-L-mannitol

: 202460-04-6
2-azido-1-O-(t-butyldiphenylsilyl)-2-deoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-L-mannitol

Guidance literature:: Multi-step reaction with 5 steps

1: acetic acid / H₂O / 2 h / 50 °C

2: 3.48 g / p-toluenesulfonic acid monohydrate / 5 h / 20 °C

3: 100 percent / imidazole / dimethylformamide / 10.2 h / 0 - 20 °C

4: 100 percent / triethylamine / CH₂Cl₂ / 1.17 h / 0 - 20 °C

5: 75 percent / acetic acid / H₂O / 17 h / 50 °C

With 1H-imidazole; toluene-4-sulfonic acid; acetic acid; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Cyclization / 3: silylation / 4: mesylation / 5: Hydrolysis;
DOI:10.1246/bcsj.71.259