O-benzyl-β-chloropivalohydroxamic acid

Base Information

• Chemical Name: O-benzyl-β-chloropivalohydroxamic acid
• CAS No.: 71404-93-8
• Molecular Formula: C₁₂H₁₆ClNO₂
• Molecular Weight: 241.718
• Mol file: 71404-93-8.mol

Synonyms:O-benzyl-β-chloropivalohydroxamic acid

Chemical Property of O-benzyl-β-chloropivalohydroxamic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of O-benzyl-β-chloropivalohydroxamic acid

There total 1 articles about O-benzyl-β-chloropivalohydroxamic 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: 84.0%

3-chloropivalic acid (13511-38-1) + N-benzyloxyamine (622-33-3) → O-benzyl-β-chloropivalohydroxamic acid (71404-93-8)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In water; N,N-dimethyl-formamide; pH 4.5;

DOI:10.1021/jo01291a007

Reference yield: 94.0%

O-benzyl-β-chloropivalohydroxamic acid (71404-93-8) → N-(benzyloxy)-3,3-dimethyl-2-azetidinone (71663-75-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/jo01291a007

Reference yield:

O-benzyl-β-chloropivalohydroxamic acid (71404-93-8) → β-(N-acetyl-N-benzyloxyamino)pivalic acid (72229-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 58 percent / Zn, CH₃CO₂H

With sodium hydride; acetic acid; zinc; In N,N-dimethyl-formamide;

DOI:10.1021/jo01291a007

upstream raw materials:

3-chloropivalic acid

N-benzyloxyamine

Downstream raw materials:

N-(benzyloxy)-3,3-dimethyl-2-azetidinone

3,3-dimethyl-2-azetidinone

β-(N-acetyl-N-benzyloxyamino)pivalic acid

Refernces

• 1、 Miller,Mattingly,Morrison,Kerwin Jr.. "Synthesis of β-lactams from substituted hydroxamic acids". . p. 7026 - 7032. Retrieved 2007/10/02.