(R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester

Base Information

• Chemical Name: (R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester
• CAS No.: 775341-89-4
• Molecular Formula: C₂₉H₄₃BrO₆
• Molecular Weight: 567.561
• Mol file: 775341-89-4.mol

Synonyms:(R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester

Chemical Property of (R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester

There total 1 articles about (R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester 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: 96.0%

levulinic acid (123-76-2) + 2-(4-bromophenyl)-2-oxoethyl (R)-3-hydroxyhexadecanoate → (R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester (775341-89-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h;

DOI:10.1021/ol048746f

Reference yield:

(R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester (775341-89-4) → phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside (775341-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / zinc / acetic acid / 2 h / 60 °C

2: 92 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

With dicyclohexyl-carbodiimide; zinc; In dichloromethane; acetic acid;

DOI:10.1021/ol048746f

Reference yield:

(R)-3-(levulinoyloxy)hexadecanoic acid 2-(4-bromophenyl)-2-oxoethyl ester (775341-89-4) → phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside (775341-78-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / zinc / acetic acid / 2 h / 60 °C

2: 92 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

3: 71 percent / triethylamine; propanedithiol / pyridine; H₂O / 16 h / 20 °C

With 1,2-propanedithiol; triethylamine; dicyclohexyl-carbodiimide; zinc; In pyridine; dichloromethane; water; acetic acid;

DOI:10.1021/ol048746f

upstream raw materials:

levulinic acid

Downstream raw materials:

phenyl 2-azido-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

phenyl 2-amino-4-O-benzyl-6-O-{4,6-O-benzylidene-2-deoxy-2-[(R)-3-levulinoyloxyhexadecanoylamino]-β-D-glucopyranosyl}-2-deoxy-1-thio-α-D-glucopyranoside

4-oxo-pentanoic acid 1-({6-[3-benzyloxy-5-(3-benzyloxy-hexadecanoylamino)-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylcarbamoyl}-methyl)-tetradecyl ester