(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Base Information

Chemical Name:(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole
CAS No.:871578-63-1
Molecular Formula:C₁₆H₁₉N₃O₅
Molecular Weight:333.344
Hs Code.:

Synonyms:(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

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Chemical Property of (2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

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Technology Process of (2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

There total 7 articles about (2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole 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:

: 1054610-75-1
(3aR,4R,6aS)-4-Benzyloxymethyl-tetrahydro-furo[3,4-d][1,3,2]dioxathiole 2,2-dioxide

: 4928-88-5
methyl 1H-1,2,4-triazole-3-carboxylate

: 871578-63-1
(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

: 2-((3R,4S,5R)-5-Benzyloxymethyl-4-hydroxy-tetrahydro-furan-3-yl)-2H-[1,2,4]triazole-3-carboxylic acid methyl ester

Guidance literature:: methyl 1H-1,2,4-triazole-3-carboxylate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.5h;

(3aR,4R,6aS)-4-Benzyloxymethyl-tetrahydro-furo[3,4-d][1,3,2]dioxathiole 2,2-dioxide; In acetonitrile; at 70 ℃; for 2h;

With hydrogenchloride; In methanol; at 45 ℃; for 18h;
DOI:10.1080/00397910500213864

Reference yield:

: 871578-58-4
(3aR,4R,6aS)-4-Benzyloxymethyl-tetrahydro-furo[3,4-d][1,3,2]dioxathiole 2-oxide

: 871578-63-1
(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaIO₄; RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 0.5 h / 20 °C

2.1: DBU / acetonitrile / 0.5 h / 20 °C

2.2: acetonitrile / 2 h / 70 °C

2.3: 320 mg / HCl / methanol / 18 h / 45 °C

With ruthenium trichloride; sodium periodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrachloromethane; water; acetonitrile;
DOI:10.1080/00397910500213864

Reference yield:

: 871578-57-3
1,4-anhydro-5-O-benzyl-D-ribitol

: 871578-63-1
(2'R,3'S,4'R)-1-(2'-benzyloxymethyl-3'-hydroxytetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / thionyl chloride; pyridine / 3 h / 20 °C

2.1: NaIO₄; RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 0.5 h / 20 °C

3.1: DBU / acetonitrile / 0.5 h / 20 °C

3.2: acetonitrile / 2 h / 70 °C

3.3: 320 mg / HCl / methanol / 18 h / 45 °C

With pyridine; ruthenium trichloride; sodium periodate; thionyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrachloromethane; water; acetonitrile;
DOI:10.1080/00397910500213864