7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Name:7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:915286-82-7
Molecular Formula:C₃₇H₄₀N₄O₈S
Molecular Weight:700.813
Hs Code.:

Synonyms:7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

There total 8 articles about 7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine 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: 75.0%

: 915286-81-6
7-[2'-deoxy-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

: 124-63-0
methanesulfonyl chloride

: 915286-82-7
7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With pyridine; dmap; at 20 ℃; for 16h;
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

: 915286-82-7
7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 82 percent / pyridine / 18 h / 20 °C

4: 75 percent / pyridine; 4-dimethylaminopyridine / 16 h / 20 °C

With pyridine; dmap; di-isopropyl azodicarboxylate; ammonia; triphenylphosphine; In tetrahydrofuran; methanol; 1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.05.074

Reference yield:

: 915286-72-5
2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 915286-82-7
7-[2'-deoxy-3'-O-mesyl-5'-O-(4-monomethoxytrityl)-β-D-threo-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / Dowex 550A / 2 h / Heating

2.1: trimethylsilyl chloride; pyridine / 0.5 h

2.2: 70 percent / 6 h / 20 °C

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

4.1: 85 percent / ammonia / methanol / 1 h / 20 °C

5.1: 82 percent / pyridine / 18 h / 20 °C

6.1: 75 percent / pyridine; 4-dimethylaminopyridine / 16 h / 20 °C

With pyridine; dmap; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; DOWEX 550A; ammonia; triphenylphosphine; In tetrahydrofuran; methanol; 3.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.05.074