3-hydroxy-tetradecanoic acid benzyloxy-amide

Base Information

• Chemical Name: 3-hydroxy-tetradecanoic acid benzyloxy-amide
• CAS No.: 444023-10-3
• Molecular Formula: C₂₁H₃₅NO₃
• Molecular Weight: 349.514
• Mol file: 444023-10-3.mol

Synonyms:3-hydroxy-tetradecanoic acid benzyloxy-amide

Chemical Property of 3-hydroxy-tetradecanoic acid benzyloxy-amide

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 3-hydroxy-tetradecanoic acid benzyloxy-amide

There total 4 articles about 3-hydroxy-tetradecanoic acid benzyloxy-amide 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: 85.0%

(+/-)-3-hydroxytetradecanoic acid methyl ester (55682-83-2) + O-benzylhydoxylamine hydrochloride (2687-43-6) → 3-hydroxy-tetradecanoic acid benzyloxy-amide (444023-10-3)

Guidance literature:

With trimethylaluminum; In n-heptane; dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo0162437

Reference yield:

lauric acid (143-07-7) → 3-hydroxy-tetradecanoic acid benzyloxy-amide (444023-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0 - 20 °C

2: 14.72 g / 72 h / 20 °C

3: 86 percent / sodium borohydride / methanol / 0 °C

4: 85 percent / AlMe₃ / CH₂Cl₂; heptane / 0 - 20 °C

With sodium tetrahydroborate; trimethylaluminum; In tetrahydrofuran; methanol; n-heptane; dichloromethane;

DOI:10.1021/jo0162437

Reference yield:

methyl 3-oxotetradecanoate (22348-97-6) → 3-hydroxy-tetradecanoic acid benzyloxy-amide (444023-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / sodium borohydride / methanol / 0 °C

2: 85 percent / AlMe₃ / CH₂Cl₂; heptane / 0 - 20 °C

With sodium tetrahydroborate; trimethylaluminum; In methanol; n-heptane; dichloromethane;

DOI:10.1021/jo0162437

upstream raw materials:

(+/-)-3-hydroxytetradecanoic acid methyl ester

O-benzylhydoxylamine hydrochloride

lauric acid

methyl 3-oxotetradecanoate

Downstream raw materials:

(+/-)-1-tosyloxy-4-undecyl-2-azetidinone

3-benzyl-4-undecyloxazolidine-2,5-dione

(+/-)-1-benzyl-3-oxo-4-undecyl-2-azetidinone

(+/-)-1-(O-benzyl)-4-undecyl-2-azetidinone

Refernces