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

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Chemical Name:toluene-4-sulfonic acid 5-azido-4-benzyloxy-3-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester
CAS No.:918868-69-6
Molecular Formula:C₂₆H₂₇N₃O₆S₂
Molecular Weight:541.649
Hs Code.:

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

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Chemical Property of toluene-4-sulfonic acid 5-azido-4-benzyloxy-3-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of toluene-4-sulfonic acid 5-azido-4-benzyloxy-3-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

There total 8 articles about toluene-4-sulfonic acid 5-azido-4-benzyloxy-3-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester 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: 95.0%

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

: 98-59-9
p-toluenesulfonyl chloride

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

Guidance literature:: With pyridine;
DOI:10.1016/j.tetlet.2006.10.064

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

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

Guidance literature:: Multi-step reaction with 8 steps

1: TfN₃; aq. K₂CO₃; CuSO₄ / methanol; CH₂Cl₂

2: 4-dimethylaminopyridine; pyridine

3: 95 percent / BF₃*OEt₂ / CH₂Cl₂

4: NaOMe / methanol

5: (+)-10-camphorsulfonic acid / acetonitrile

6: NaH / dimethylformamide

7: aq. AcOH / CH₂Cl₂ / 60 °C

8: 95 percent / pyridine

With pyridine; dmap; triflic azide; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; potassium carbonate; copper(II) sulfate; acetic acid; (+)-10-camphorsulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2006.10.064