2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

Base Information

Chemical Name:2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol
CAS No.:313054-75-0
Molecular Formula:C₂₅H₃₂O₉S₂
Molecular Weight:540.656
Hs Code.:

Synonyms:2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

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Chemical Property of 2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

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Technology Process of 2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

There total 8 articles about 2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol 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: 89.0%

: 124-63-0
methanesulfonyl chloride

: 2,5-anhydro-6-S-acetyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

: 313054-75-0
2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0008-6215(00)00156-7

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 313054-75-0
2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / NaH in oil / dimethylsulfoxide / 3 h / 50 °C

2: 91 percent / 1M HCl / methanol; H₂O / 1.5 h / pH 4 / Heating

3: 47 g / pyridine / CH₂Cl₂ / 20.5 h / 0 - 20 °C

4: NaOMe / methanol; CH₂Cl₂ / 0.5 h / 0 °C

5: 64 percent / 33 percent HBr; AcOH / acetone / 0.25 h

6: 93 percent / dimethylformamide / 1 h / 80 °C

7: 89 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogenchloride; hydrogen bromide; sodium methylate; sodium hydride; acetic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1: Etherification / 2: Ring cleavage / 3: Tosylation / 4: Hydrolysis / 5: Ring cleavage / 6: Substitution / 7: Esterification;
DOI:10.1016/S0008-6215(00)00156-7

Reference yield:

: 1707-77-3
1,2:5,6-di-O-isopropylidene-D-mannitol

: 313054-75-0
2,5-anhydro-6-S-acetyl-1-O-methanesulfonyl-3,4-di-O-(4-methoxybenzyl)-6-thio-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / NaH in oil / dimethylsulfoxide / 3 h / 50 °C

2: 91 percent / 1M HCl / methanol; H₂O / 1.5 h / pH 4 / Heating

3: 47 g / pyridine / CH₂Cl₂ / 20.5 h / 0 - 20 °C

4: NaOMe / methanol; CH₂Cl₂ / 0.5 h / 0 °C

5: 64 percent / 33 percent HBr; AcOH / acetone / 0.25 h

6: 93 percent / dimethylformamide / 1 h / 80 °C

7: 89 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogenchloride; hydrogen bromide; sodium methylate; sodium hydride; acetic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1: Etherification / 2: Ring cleavage / 3: Tosylation / 4: Hydrolysis / 5: Ring cleavage / 6: Substitution / 7: Esterification;
DOI:10.1016/S0008-6215(00)00156-7