3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid

Base Information

• Chemical Name: 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid
• CAS No.: 1222854-54-7
• Molecular Formula: C₁₉H₃₀O₅Si
• Molecular Weight: 366.53
• Mol file: 1222854-54-7.mol

Synonyms:3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid

Chemical Property of 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid

There total 1 articles about 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid 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:

methyl 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoate (1222854-53-6) → 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid (1222854-54-7)

Guidance literature:

methyl 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoate; With lithium hydroxide monohydrate; water; In acetonitrile; at 55 ℃; for 1h;

With hydrogenchloride; In water; acetonitrile; pH=3;

DOI:10.1016/j.phytochem.2009.10.008

Reference yield: 71.0%

3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid (1222854-54-7) + 1,2-dideoxy-3,4-bis-O-triethylsilyl-D-glucopyranose (1222854-38-7) → 6-O-[3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoyl]-1,2-dideoxy-3,4-di-O-triethylsilyl-D-glucopyranose (1222854-57-0)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 0 ℃;

DOI:10.1016/j.phytochem.2009.10.008

Reference yield: 70.0%

6-amino-6-deoxy-1-O-(2-trimethylsilylethyl)-β-D-glucopyranose (1222854-28-5) + 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoic acid (1222854-54-7) → 6-[(3R)-3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoyl]amino-6-deoxy-1-O-(2-trimethylsilylethyl)-β-D-glucopyranose (1222856-36-1)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at -20 - 0 ℃;

DOI:10.1016/j.phytochem.2009.10.008

upstream raw materials:

methyl 3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoate

Downstream raw materials:

6-[(3R)-3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoyl]amino-6-deoxy-1-O-(2-trimethylsilylethyl)-β-D-glucopyranose

6-O-[3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoyl]-1,2-dideoxy-3,4-di-O-triethylsilyl-D-glucopyranose

1-O-methyl-6-O-[(3R)-3-(tert-butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-2-methylenebutanoyl]-2,3,4-tri-O-trimethylsilyl-α-D-glucopyranose