[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester
CAS No.:787615-29-6
Molecular Formula:C₂₆H₃₅N₅O₇
Molecular Weight:529.593
Hs Code.:

[2-(4-benzyloxycarbonylamino-2-oxo-2<i>H</i>-pyrimidin-1-ylmethyl)-4-<i>tert</i>-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

Synonyms:[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

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Chemical Property of [2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

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Technology Process of [2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

There total 6 articles about [2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl 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:

: 418793-98-3
(2R,4S)-4-Azido-2-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 787615-29-6
[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 30 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 60 °C

2: TFA / CH₂Cl₂ / 0.17 h / 20 °C

3: 0.24 g / DIPEA / CH₂Cl₂; tetrahydrofuran / 3 h

4: H₂ / Raney-Ni / ethyl acetate / 2 h / 20 °C

5: 0.25 g / ethyl acetate

With 18-crown-6 ether; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; nickel; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b407292h

Reference yield:

: 418793-94-9
(2R,4S)-4-azido-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 787615-29-6
[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / triethylamine / CH₂Cl₂ / 20 °C

2: 30 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 60 °C

3: TFA / CH₂Cl₂ / 0.17 h / 20 °C

4: 0.24 g / DIPEA / CH₂Cl₂; tetrahydrofuran / 3 h

5: H₂ / Raney-Ni / ethyl acetate / 2 h / 20 °C

6: 0.25 g / ethyl acetate

With 18-crown-6 ether; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; nickel; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b407292h

Reference yield:

: [1-((2R,4S)-4-Azido-pyrrolidin-2-ylmethyl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamic acid benzyl ester

: 787615-29-6
[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-ylmethyl)-4-tert-butoxycarbonylamino-pyrrolidin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 0.24 g / DIPEA / CH₂Cl₂; tetrahydrofuran / 3 h

2: H₂ / Raney-Ni / ethyl acetate / 2 h / 20 °C

3: 0.25 g / ethyl acetate

With hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1039/b407292h