methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

Base Information

• Chemical Name: methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate
• CAS No.: 262844-00-8
• Molecular Formula: C₁₇H₂₆O₅Si
• Molecular Weight: 338.476
• Mol file: 262844-00-8.mol

Synonyms:methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

Chemical Property of methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

There total 1 articles about methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate 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: 74.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one (220820-69-9) → methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate (262844-00-8) + (2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester (262844-04-2)

Guidance literature:

(2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one; With periodic acid; In ethyl acetate; at 20 ℃; for 2h;

diazomethane; In diethyl ether;

DOI:10.1016/S0040-4020(99)01041-8

Reference yield: 85.0%

methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate (262844-00-8) → methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate (122743-18-4)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 20 ℃; for 6h;

DOI:10.1016/S0040-4020(99)01041-8

Reference yield: 85.0%

methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate (262844-00-8) → (2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester (262844-04-2)

Guidance literature:

With potassium hydrogencarbonate; In methanol; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(99)01041-8

upstream raw materials:

diazomethane

(2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one

Downstream raw materials:

methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate

(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester