1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
CAS No.:119753-77-4
Molecular Formula:C₁₆H₁₉N₃O₆S
Molecular Weight:381.409
Hs Code.:

Synonyms:1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 6 articles about 1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione 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: 62.0%

: 1-[(2R,5R)-5-Hydroxymethyl-4-(toluene-4-sulfonyl)-2,5-dihydro-furan-2-yl]-1H-pyrimidine-2,4-dione

: 119753-77-4
1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

: 119753-76-3
1-[(2R,3S,4R,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: With ammonium hydroxide; In 1,4-dioxane; at 50 ℃; for 2h;
DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

: 96253-10-0
1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

: 119753-77-4
1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium methoxide / 1.) MeOH, 0 deg C, 30 min; 2.) MeOH, reflux, 20 h

2: 99 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 2 h

3: 72 percent / methylsulfonyl chloride, pyridine / 1.) 0 deg C, 2.) H₂O, 40 deg C, 2 h

4: 90 percent / 80percent aq. acetic acid / 0.17 h / Heating

5: 10 percent / 32percent aq. ammonia / dioxane / 2 h / 50 °C

With pyridine; ammonium hydroxide; sodium methylate; acetic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1016/S0040-4020(01)90111-5

Reference yield:

: 119753-89-8
1-(5'-O-trityl-3'-deoxy-3'-(4-toluene)thio-β-D-arabinofuranosyl)uracil

: 119753-77-4
1-[(2R,3S,4S,5R)-3-Amino-5-hydroxymethyl-4-(toluene-4-sulfonyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 2 h

2: 72 percent / methylsulfonyl chloride, pyridine / 1.) 0 deg C, 2.) H₂O, 40 deg C, 2 h

3: 90 percent / 80percent aq. acetic acid / 0.17 h / Heating

4: 10 percent / 32percent aq. ammonia / dioxane / 2 h / 50 °C

With pyridine; ammonium hydroxide; acetic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1016/S0040-4020(01)90111-5