5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:918868-71-0
Molecular Formula:C₁₉H₂₀N₆O₃S
Molecular Weight:412.472
Hs Code.:

Synonyms:5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Chemical Property of 5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of 5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

There total 9 articles about 5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol 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: 98.0%

: 918868-69-6
toluene-4-sulfonic acid 5-azido-4-benzyloxy-3-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 918868-71-0
5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tetlet.2006.10.064

Reference yield:

: 918868-67-4
5-azido-4-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 918868-71-0
5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine

2: 98 percent / sodium azide; tetrabutylammonium hydrogen sulfate / dimethylformamide / 20 °C

With pyridine; sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.10.064

Reference yield:

: 2-azido-2-deoxy-D-glucose

: 918868-71-0
5-azido-2-azidomethyl-4-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 4-dimethylaminopyridine; pyridine

2: 95 percent / BF₃*OEt₂ / CH₂Cl₂

3: NaOMe / methanol

4: (+)-10-camphorsulfonic acid / acetonitrile

5: NaH / dimethylformamide

6: aq. AcOH / CH₂Cl₂ / 60 °C

7: 95 percent / pyridine

8: 98 percent / sodium azide; tetrabutylammonium hydrogen sulfate / dimethylformamide / 20 °C

With pyridine; dmap; sodium azide; boron trifluoride diethyl etherate; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; acetic acid; (+)-10-camphorsulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.10.064