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

Base Information

Chemical Name:(2'R,3'S,4'R)-1-(2',3'-di-benzyloxymethyl-tetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole
CAS No.:871578-72-2
Molecular Formula:C₂₄H₂₇N₃O₅
Molecular Weight:437.495
Hs Code.:

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

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

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

There total 4 articles about (2'R,3'S,4'R)-1-(2',3'-di-benzyloxymethyl-tetrahydrofuran-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: 55.0%

: 132523-63-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

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

: 871578-72-2
(2'R,3'S,4'R)-1-(2',3'-di-benzyloxymethyl-tetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 - 75 ℃;
DOI:10.1080/00397910500213864

Reference yield:

: 871578-68-6
5-O-benzyl-3-C-benzyloxymethyl-3-deoxy-1-O-methyl-D-ribofuranoside

: 871578-72-2
(2'R,3'S,4'R)-1-(2',3'-di-benzyloxymethyl-tetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium sulfate; hexamethyldisilazane / 2 h / Heating

1.2: 88 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

3.1: 55 percent / NaH / dimethylformamide / 20 - 75 °C

With dmap; ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/00397910500213864

Reference yield:

: 69827-91-4
3-deoxy-1,2-O-(1-methylethylidene)-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose

: 871578-72-2
(2'R,3'S,4'R)-1-(2',3'-di-benzyloxymethyl-tetrahydrofuran-4'-yl)-3-methoxycarbonyl-1,2,4-triazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / HCl / methanol / 1.5 h / 20 °C

2.1: ammonium sulfate; hexamethyldisilazane / 2 h / Heating

2.2: 88 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

4.1: 55 percent / NaH / dimethylformamide / 20 - 75 °C

With hydrogenchloride; dmap; ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/00397910500213864