methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Base Information

Chemical Name:methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)
CAS No.:87326-82-7
Molecular Formula:C₂₂H₃₀O₉
Molecular Weight:438.475
Hs Code.:

Synonyms:methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

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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 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Chemical Property:

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Technology Process of methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

There total 10 articles about methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate) 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: 73.0%

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

: 75-65-0
tert-butyl alcohol

: 87326-82-7
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1016/0008-6215(84)85281-7

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 87326-82-7
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydroxide / tetrabutylammomium bromide / toluene / 20 °C / Industry scale

2.1: water; acetic acid / 40 - 45 °C / Industry scale

3.1: sodium hydrogencarbonate; 1,3-dichloro-5,5-dimethylhydantoin / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; tetrahydrofuran / -5 - 0 °C / Industry scale

3.2: pH 2 - 3 / Industry scale

4.1: potassium carbonate / acetone / 20 °C / Industry scale

5.1: pyridine / dichloromethane / -50 - -45 °C / Industry scale

6.1: sodium 2,2,2-trifluoroacetate / N,N-dimethyl-formamide / 75 - 80 °C / Industry scale

6.2: 12 h / 20 °C / Industry scale

7.1: trifluoroacetic acid / water / 10 - 15 °C / Industry scale

8.1: pyridine / 0 - 20 °C / Industry scale

9.1: hydrogen bromide; acetic acid / dichloromethane / 2 h / -5 - 5 °C / Industry scale

10.1: collidine / dichloromethane / 12 h / 20 °C / Molecular sieve

With pyridine; 1,3-dichloro-5,5-dimethylhydantoin; water; hydrogen bromide; sodium 2,2,2-trifluoroacetate; sodium hydrogencarbonate; potassium carbonate; acetic acid; trifluoroacetic acid; sodium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

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

: 87326-82-7
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate; 1,3-dichloro-5,5-dimethylhydantoin / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; tetrahydrofuran / -5 - 0 °C / Industry scale

1.2: pH 2 - 3 / Industry scale

2.1: potassium carbonate / acetone / 20 °C / Industry scale

3.1: pyridine / dichloromethane / -50 - -45 °C / Industry scale

4.1: sodium 2,2,2-trifluoroacetate / N,N-dimethyl-formamide / 75 - 80 °C / Industry scale

4.2: 12 h / 20 °C / Industry scale

5.1: trifluoroacetic acid / water / 10 - 15 °C / Industry scale

6.1: pyridine / 0 - 20 °C / Industry scale

7.1: hydrogen bromide; acetic acid / dichloromethane / 2 h / -5 - 5 °C / Industry scale

8.1: collidine / dichloromethane / 12 h / 20 °C / Molecular sieve

With pyridine; 1,3-dichloro-5,5-dimethylhydantoin; hydrogen bromide; sodium 2,2,2-trifluoroacetate; sodium hydrogencarbonate; potassium carbonate; acetic acid; trifluoroacetic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;