methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

Base Information

Chemical Name:methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate
CAS No.:945224-48-6
Molecular Formula:C₂₆H₃₆O₉S
Molecular Weight:524.632
Hs Code.:

Synonyms:

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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 ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

Chemical Property:

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Technology Process of methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

There total 14 articles about methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate 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:

: C₂₈H₄₂O₉S₂

: 945224-48-6
methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

Guidance literature:: With N-iodo-succinimide; In dichloromethane; for 0.25h;
DOI:10.1002/chem.200700141

Reference yield:

: 945224-35-1
2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-5-O-triphenylmethyl-D-xylose di(ethylthio)acetal

: 945224-48-6
methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 0.08 h

2.1: 94 percent / sulfur trioxide pyridine complex; DIPEA; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / 0 °C

3.1: MgBr₂*OEt₂ / CH₂Cl₂ / 20 °C

3.2: 73 percent / hydrazine acetate / CH₂Cl₂; methanol / 12 h / 20 °C

4.1: acetyl chloride / toluene / 0 - 20 °C

4.2: 70 percent / water / toluene / 0 - 20 °C

5.1: 4-dimethylaminopyridine; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 2.5 h / 0 °C

6.1: 114 mg / N-iodosuccinimide / CH₂Cl₂ / 0.25 h

With triethylsilane; dmap; N-iodo-succinimide; sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; magnesium bromide; diisopropyl-carbodiimide; In dichloromethane; toluene; 2.1: Parikh-Doering oxidation / 4.1: Pinner reaction;
DOI:10.1002/chem.200700141

Reference yield:

: 945224-36-2
2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-D-xylose di(ethylthio)acetal

: 945224-48-6
methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / sulfur trioxide pyridine complex; DIPEA; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / 0 °C

2.1: MgBr₂*OEt₂ / CH₂Cl₂ / 20 °C

2.2: 73 percent / hydrazine acetate / CH₂Cl₂; methanol / 12 h / 20 °C

3.1: acetyl chloride / toluene / 0 - 20 °C

3.2: 70 percent / water / toluene / 0 - 20 °C

4.1: 4-dimethylaminopyridine; N,N'-diisopropylcarbodiimide / CH₂Cl₂ / 2.5 h / 0 °C

5.1: 114 mg / N-iodosuccinimide / CH₂Cl₂ / 0.25 h

With dmap; N-iodo-succinimide; sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; acetyl chloride; magnesium bromide; diisopropyl-carbodiimide; In dichloromethane; toluene; 1.1: Parikh-Doering oxidation / 3.1: Pinner reaction;
DOI:10.1002/chem.200700141