(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Base Information

Chemical Name:(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester
CAS No.:380911-85-3
Molecular Formula:C₃₇H₃₆N₆O₉
Molecular Weight:708.728
Hs Code.:

(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Synonyms:(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

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Chemical Property of (S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

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Technology Process of (S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

There total 5 articles about (S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl 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: 87.7%

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: N⁵-(5'-deoxy-5'-inosyl)-L-isoglutamine benzyl ester trifluoroacetic acid salt

: 380911-85-3
(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;
DOI:10.1016/j.tet.2003.08.024

Reference yield:

: 18945-38-5
5'-azido-5'-deoxyinosine

: 380911-85-3
(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / H₂ / Pd/C / methanol; dimethylformamide / 2 h

2: 68 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆^(1-); 1-hydroxybenzotriazole; diisopropylethylamine / dimethylformamide / 1 h / 20 °C

3: 99 percent / 0.5 h / 0 °C

4: 87.7 percent / diisopropylethylamine / dimethylformamide / 0.17 h / 20 °C

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2003.08.024

Reference yield:

: 58-63-9
Inosine

: 380911-85-3
(S)-4-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / triphenylphosphine; lithium azide; carbon tetrabromide / dimethylformamide / 3 h / 20 °C

2: 92 percent / H₂ / Pd/C / methanol; dimethylformamide / 2 h

3: 68 percent / benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆^(1-); 1-hydroxybenzotriazole; diisopropylethylamine / dimethylformamide / 1 h / 20 °C

4: 99 percent / 0.5 h / 0 °C

5: 87.7 percent / diisopropylethylamine / dimethylformamide / 0.17 h / 20 °C

With lithium azide; carbon tetrabromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2003.08.024