methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

Base Information

Chemical Name:methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal
CAS No.:945224-45-3
Molecular Formula:C₂₃H₃₆O₇S₂
Molecular Weight:488.667
Hs Code.:

Synonyms:methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

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Chemical Property of methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

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Technology Process of methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

There total 12 articles about methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal 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: 70.0%

: 67-56-1
methanol

: 945224-44-2
C₂₂H₃₃NO₅S₂

: 945224-45-3
methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

Guidance literature:: methanol; C₂₂H₃₃NO₅S₂; With acetyl chloride; In toluene; at 0 - 20 ℃;

With water; In toluene; at 0 - 20 ℃; Further stages.;
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

: 945224-45-3
methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

Guidance literature:: Multi-step reaction with 4 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

With triethylsilane; sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; magnesium bromide; 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

: 945224-45-3
methyl 2-O-pivaloyl-3-O-benzyl-L-idouronate di(ethylthio)acetal

Guidance literature:: Multi-step reaction with 3 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

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