N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

Base Information

Chemical Name:N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine
CAS No.:787615-53-6
Molecular Formula:C₂₃H₃₀N₄O₆
Molecular Weight:458.514
Hs Code.:

Synonyms:N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

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Chemical Property of N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

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Technology Process of N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

There total 5 articles about N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine 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: 35.0%

: 787615-51-4
N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(O-mesylmethyl)pyrrolidine

: 65-71-4,28806-14-6,691841-57-3
thymin

: 787615-53-6
N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;
DOI:10.1039/b407292h

Reference yield:

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

: 787615-53-6
N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / H₂ / Raney-Ni / ethyl acetate / 2 h / 2068.59 Torr

2: 80 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran / 6 h / 20 °C

3: 95 percent / triethylamine / CH₂Cl₂ / 0.5 h

4: 35 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 4 h / 60 °C

With sodium tetrahydroborate; 18-crown-6 ether; hydrogen; potassium carbonate; triethylamine; lithium chloride; nickel; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b407292h

Reference yield:

: 77345-53-0
(2S,4S)-N-1-(benzyloxycarbonyl)-4-(p-toluenesulfonyloxy)proline methyl ester

: 787615-53-6
N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: NaN₃ / dimethylformamide / 12 h / 60 °C

2: 95 percent / H₂ / Raney-Ni / ethyl acetate / 2 h / 2068.59 Torr

3: 80 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran / 6 h / 20 °C

4: 95 percent / triethylamine / CH₂Cl₂ / 0.5 h

5: 35 percent / K₂CO₃; 18-crown-6 / dimethylformamide / 4 h / 60 °C

With sodium tetrahydroborate; sodium azide; 18-crown-6 ether; hydrogen; potassium carbonate; triethylamine; lithium chloride; nickel; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b407292h