methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

Base Information

Chemical Name:methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate
CAS No.:434326-85-9
Molecular Formula:C₁₇H₂₁N₃O₅
Molecular Weight:347.371
Hs Code.:

Synonyms:methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

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Chemical Property of methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

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Technology Process of methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

There total 4 articles about methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate 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: 98.0%

: 434326-84-8
methyl (R)-(+)-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

: 434326-85-9
methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

Guidance literature:: methyl (R)-(+)-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate; With p-carboxybenzenesulfonyl azide; In acetonitrile; at 0 ℃;

With triethylamine; In acetonitrile; for 0.5h; Further stages.;
DOI:10.1021/ol025831j

Reference yield: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 434326-81-5
methyl (S_S,R)-(+)-2-diazo-3-oxo-5-(p-toluenesulfinylamino)-5-phenylpentanoate

: 434326-85-9
methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

Guidance literature:: methyl (S_S,R)-(+)-2-diazo-3-oxo-5-(p-toluenesulfinylamino)-5-phenylpentanoate; With trifluoroacetic acid; In methanol; at 20 ℃; for 1h;

di-tert-butyl dicarbonate; With triethylamine; In tetrahydrofuran; methanol; at 0 ℃; for 2h; Further stages.;
DOI:10.1021/ol025831j

Reference yield:

: 267011-72-3
methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

: 434326-85-9
methyl (R)-(+)-2-diazo-3-oxo-5-(tert-butyloxycarbonylamino)-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: TFA / methanol / 2 h / 20 °C

1.2: 84 percent / Et₃N; 4-dimethylaminopyrridine / tetrahydrofuran; methanol / 2 h / 0 °C

2.1: (4-carboxybenzene)sulfonyl azide / acetonitrile / 0 °C

2.2: 98 percent / Et₃N / acetonitrile / 0.5 h

With p-carboxybenzenesulfonyl azide; trifluoroacetic acid; In methanol; acetonitrile;
DOI:10.1021/ol025831j