methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

Base Information

Chemical Name:methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate
CAS No.:87327-03-5
Molecular Formula:C₁₈H₂₁BrO₈
Molecular Weight:445.264
Hs Code.:

Synonyms:methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

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Technology Process of methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

There total 9 articles about methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate 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: 96.0%

: 87326-80-5
methyl 1,2,4-tri-O-acetyl-3-O-benzyl-α-L-idopyranuronate

: 87327-03-5
methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

Guidance literature:: With titanium(IV) bromide; In dichloromethane; ethyl acetate; for 24h;

Reference yield: 96.0%

: 93382-47-9
methyl (acetyl 2,4-di-O-acetyl-3-O-benzyl-α,β-L-idopyranoside)uronate

: 87327-03-5
methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

Guidance literature:: With titanium(IV) bromide; In dichloromethane; ethyl acetate; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(84)85281-7

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 87327-03-5
methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / NaHCO₃; Bu₄NHSO₄; NaIO₄ / CH₂Cl₂; H₂O

2.1: nBuLi / hexane; tetrahydrofuran / 1.5 h / -78 °C

2.2: 92 percent / hexane; tetrahydrofuran / 1 h / -78 °C

3.1: 89 percent / CuO; CuCl₂ / CH₂Cl₂; H₂O

4.1: 100 percent / trifluoroacetic acid; water / 0.33 h / 20 °C

5.1: 92 percent / pyridine; 2,4-dimethylaminopyridine / CH₂Cl₂ / 10 h / -40 °C

6.1: 95 percent / TiBr₄ / CH₂Cl₂ / 5 h / 20 °C

With pyridine; sodium periodate; n-butyllithium; 2,4-dimethylaminopyridine; water; tetra(n-butyl)ammonium hydrogensulfate; titanium(IV) bromide; sodium hydrogencarbonate; trifluoroacetic acid; copper(II) oxide; copper dichloride; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/ejoc.200300254