N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester
• CAS No.: 862711-26-0
• Molecular Formula: C₂₀H₂₇NO₅
• Molecular Weight: 361.438
• Mol file: 862711-26-0.mol

Synonyms:N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester

Chemical Property of N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester

There total 6 articles about N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl 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: 75.0%

2-(2,3-dihydroxy-propyl)-piperidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester (862711-60-2) → N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester (862711-26-0)

Guidance literature:

With sodium periodate; silica gel; In dichloromethane; for 0.333333h;

DOI:10.1021/jo050529k

Reference yield:

N-tert-butoxycarbonyl-2-allyl-DL-pipecolic acid (862711-13-5) → N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester (862711-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / benzene / 3 h / Heating

2: 99 percent / N-methylmorpholine oxide / OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol

3: 75 percent / NaIO₄/silica gel / CH₂Cl₂ / 0.33 h

With sodium periodate; silica gel; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene;

DOI:10.1021/jo050529k

Reference yield:

N-tert-butoxycarbonyl-2-allylpipecolic acid benzyl ester (862711-24-8) → N-tert-butoxycarbonyl-2-(2-oxoethyl)pipecolic acid benzyl ester (862711-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / N-methylmorpholine oxide / OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol

2: 75 percent / NaIO₄/silica gel / CH₂Cl₂ / 0.33 h

With sodium periodate; silica gel; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo050529k

upstream raw materials:

2-(2,3-dihydroxy-propyl)-piperidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

N-tert-butoxycarbonyl-2-allyl-DL-pipecolic acid

N-tert-butoxycarbonyl-2-allylpipecolic acid benzyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

3-hydroxy-1-oxo-2-oxa-6-(N-tert-butoxycarbonyl)azaspiro[4.5]decane