(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

Base Information

Chemical Name:(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol
CAS No.:354113-40-9
Molecular Formula:C₄₈H₄₂N₂O₅S₃
Molecular Weight:823.07
Hs Code.:

Synonyms:(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

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Chemical Property of (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

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Technology Process of (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

There total 1 articles about (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol 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: 35.0%

: 14233-64-8,134307-32-7,55094-52-5
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one

: 882-33-7
diphenyldisulfane

: C₄Cl₂Li₂N₂

: 354113-40-9
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

Guidance literature:: diphenyldisulfane; C₄Cl₂Li₂N₂; In tetrahydrofuran; hexane; at -100 ℃; for 2h;

(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one; In tetrahydrofuran; hexane; at -100 - 20 ℃; Further stages.;
DOI:10.1021/jo001555f

Reference yield: 84.0%

: 354113-40-9
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

: 2,3,5-tris-phenylthio-6-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)pyrazine

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 5 ℃;
DOI:10.1021/jo001555f

Reference yield:

: 354113-40-9
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(3,5,6-tris-phenylsulfanyl-pyrazin-2-yl)-tetrahydro-furan-2-ol

: 2,3,5-tris-phenylthio-6-(β-D-ribofuranosyl)pyrazine

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / boron trifluoride diethyl etherate; triethylsilane / CH₂Cl₂ / -78 - 5 °C

2: boron trichloride / CH₂Cl₂ / 10 h / 0 °C

With triethylsilane; boron trifluoride diethyl etherate; boron trichloride; In dichloromethane;
DOI:10.1021/jo001555f