[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

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Chemical Name:[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate
CAS No.:1050504-36-3
Molecular Formula:C₃₂H₃₅N₇O₇
Molecular Weight:629.673
Hs Code.:

Synonyms:[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

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Chemical Property of [(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

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Technology Process of [(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

There total 5 articles about [(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate 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: 68.0%

: 1050504-32-9
[(3S,4R)-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]methyl benzoate

: 149376-67-0
[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid

: 1050504-36-3
[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

: 1050504-29-4
[(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol

: 1050504-36-3
[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / methanol / 2 h / 20 °C

2: dmap / dichloromethane / 1 h / 20 °C

3: dichloromethane / 0.5 h / 0 °C

4: methanol / 0.67 h / Reflux

5: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; dichloromethane / 12 h / 20 °C

With methanol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1007/s00706-014-1251-4

Reference yield:

: C₂₀H₂₈N₂O₆

: 1050504-36-3
[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

2: triethylamine / methanol / 2 h / 20 °C

3: dmap / dichloromethane / 1 h / 20 °C

4: dichloromethane / 0.5 h / 0 °C

5: methanol / 0.67 h / Reflux

6: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; dichloromethane / 12 h / 20 °C

With methanol; dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1007/s00706-014-1251-4