[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Base Information

Chemical Name:[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol
CAS No.:119753-44-5
Molecular Formula:C₂₂H₂₈N₆O₄S
Molecular Weight:472.568
Hs Code.:

Synonyms:[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

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Chemical Property of [(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

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Technology Process of [(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

There total 8 articles about [(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-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: 74.0%

: 119753-33-2
9-[(2R,3S,4R,5R)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-3-piperidin-1-yl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-9H-purin-6-ylamine

: 119753-44-5
[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Guidance literature:: With acetic acid; at 20 ℃; for 12h;
DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

: 110-89-4
piperidine

: 119753-44-5
[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / tetrahydrofuran / 1.) 20 deg C, 2 d, 2.) 60 deg C, 1 d

2: 74 percent / 80percent aq. acetic acid / 12 h / 20 °C

With acetic acid; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

: 2627-64-7
9-(2,3-anhydro-β-D-ribofuranosyl)adenine

: 119753-44-5
[(2R,3R,4S,5R)-5-(6-Amino-purin-9-yl)-4-piperidin-1-yl-3-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-methanol

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: 87 percent / tetrahydrofuran / 1.) 20 deg C, 2 d, 2.) 60 deg C, 1 d

7: 74 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;
DOI:10.1016/S0040-4020(01)90111-5