7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

Base Information

Chemical Name:7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
CAS No.:915286-80-5
Molecular Formula:C₅₁H₄₉N₇O₆S
Molecular Weight:888.059
Hs Code.:

7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

Synonyms:7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

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Chemical Property of 7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

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Technology Process of 7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

There total 12 articles about 7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 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: 76.0%

: 915286-79-2
7-[3'-amino-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

: 199915-38-3
9-fluorenylmethoxycarbonyl isothiocyanate

: 915286-80-5
7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2006.05.074

Reference yield:

: 915286-74-7
7-[2'-deoxy-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

: 915286-80-5
7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / pyridine; 4-dimethylaminopyridine / 15 h / 20 °C

2: 80 percent / lithium azide / dimethylformamide / 2 h / 90 °C

3: 96 percent / sodium thiocresolate / dimethylformamide / 1 h / 90 °C

4: 98 percent / hydrogen / palladium on carbon / ethanol / 5 h / 20 °C / 2327.17 Torr

5: 68 percent / diethylamine / CH₂Cl₂ / -40 - 20 °C

6: 76 percent / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; lithium azide; sodium 4-mercaptobenzoate; hydrogen; diethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.074

Reference yield:

: 121150-07-0
7-(2'-deoxy-β-D-erythro-pentofuranosyl)-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

: 915286-80-5
7-[3'-(9-fluorenylmethoxycarbonylaminothiocarbonylamino)-5'-(4-monomethoxytritylamino)-2',3',5'-trideoxy-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:: Multi-step reaction with 8 steps

1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 4 h / 20 °C

2: 85 percent / ammonia / methanol / 1 h / 20 °C

3: 88 percent / pyridine; 4-dimethylaminopyridine / 15 h / 20 °C

4: 80 percent / lithium azide / dimethylformamide / 2 h / 90 °C

5: 96 percent / sodium thiocresolate / dimethylformamide / 1 h / 90 °C

6: 98 percent / hydrogen / palladium on carbon / ethanol / 5 h / 20 °C / 2327.17 Torr

7: 68 percent / diethylamine / CH₂Cl₂ / -40 - 20 °C

8: 76 percent / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; lithium azide; sodium 4-mercaptobenzoate; di-isopropyl azodicarboxylate; ammonia; hydrogen; diethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.05.074