[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

Base Information

Chemical Name:[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester
CAS No.:323205-04-5
Molecular Formula:C₂₆H₃₃N₇O₆
Molecular Weight:539.591
Hs Code.:

Synonyms:[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

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Chemical Property of [(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

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Technology Process of [(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

There total 14 articles about [(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl 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:

: 323205-00-1
[(2R,4R)-2-Azidomethyl-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidin-1-yl]-acetic acid methyl ester

: 323205-04-5
[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / H₂ / Pd/C / ethyl acetate / 20 °C

2.1: 88 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

3.1: 74 percent / pyridine / 20 °C

4.1: K₂CO₃; Cs₂CO₃ / dimethylformamide / 0.08 h / 20 °C

4.2: 278 mg / dimethylformamide / 4 h / 20 - 80 °C

5.1: 195 mg / CH₂Cl₂ / 20 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 323204-98-4
2-azidomethyl-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 323205-04-5
[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / TFA / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 91 percent / DIEA / tetrahydrofuran / 4 h / 20 °C

3.1: 76 percent / H₂ / Pd/C / ethyl acetate / 20 °C

4.1: 88 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

5.1: 74 percent / pyridine / 20 °C

6.1: K₂CO₃; Cs₂CO₃ / dimethylformamide / 0.08 h / 20 °C

6.2: 278 mg / dimethylformamide / 4 h / 20 - 80 °C

7.1: 195 mg / CH₂Cl₂ / 20 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 323204-99-5
(2R,4R)-2-Azidomethyl-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine

: 323205-04-5
[(2R,4S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / DIEA / tetrahydrofuran / 4 h / 20 °C

2.1: 76 percent / H₂ / Pd/C / ethyl acetate / 20 °C

3.1: 88 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

4.1: 74 percent / pyridine / 20 °C

5.1: K₂CO₃; Cs₂CO₃ / dimethylformamide / 0.08 h / 20 °C

5.2: 278 mg / dimethylformamide / 4 h / 20 - 80 °C

6.1: 195 mg / CH₂Cl₂ / 20 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;