[(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Base Information

• Chemical Name: [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol
• CAS No.: 119753-39-8
• Molecular Formula: C₁₈H₂₂N₆O₄S
• Molecular Weight: 418.476

Synonyms:[(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Chemical Property of [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Chemical Property:

Purity/Quality:

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Technology Process of [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

There total 16 articles about [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol 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: 84.0%

9-[(2R,3S,4S,5R)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-methylamino-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine (119753-72-9) → [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol (119753-39-8)

Guidance literature:

With acetic acid; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

9-[(2R,3S,4R,5R)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-methylamino-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine (119753-73-0) → [(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol (119753-39-8)

Guidance literature:

With acetic acid; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

9-(2,3-anhydro-β-D-ribofuranosyl)adenine (2627-64-7) → [(2R,3S,4S,5R)-5-(6-Amino-purin-9-yl)-4-methylamino-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol (119753-39-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) sodium methoxide / 1.) MeOH, 20 deg C, 2.) reflux

2: 1.) chlorotrimethylsilane, pyridine / 1.) 20 deg C, 2 h, 2.) 3 h

3: 93 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

4: 92 percent / pyridine / 24 h / 20 °C

5: 81 percent / methanesulfonyl chloride, pyridine / 24 h / 0 - 4 °C

6: 65 percent / tetrahydrofuran; H₂O / Ambient temperature

7: 84 percent / 80percent aq. acetic acid / 12 h / 20 °C

With pyridine; chloro-trimethyl-silane; sodium methylate; acetic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/S0040-4020(01)90111-5

upstream raw materials:

9-[(2R,3S,4S,5R)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-methylamino-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine

9-(2,3-anhydro-β-D-ribofuranosyl)adenine

N⁶,N⁶-dibenzoyl-9-<3'-deoxy-3'-(p-toluenethio)-β-D-xylofuranosyl>adenine

N⁶,N⁶-dibenzoyl-9-<3'-deoxy-3'-(p-toluenesulfonyl)-β-D-xylofuranosyl>adenine

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