(1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol

Base Information

• Chemical Name: (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol
• CAS No.: 828914-54-1
• Molecular Formula: C₂₀H₂₃N₃O₄S₂
• Molecular Weight: 433.552

Synonyms:(1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol

Chemical Property of (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol

Chemical Property:

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Technology Process of (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol

There total 38 articles about (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-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: 100.0%

(4R,4aR,7S,8R,8aR)-8-Azido-4-(bis-phenylsulfanyl-methyl)-7-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine (864941-84-4) → (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol (828914-54-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 24h;

DOI:10.1021/jo050727b

Reference yield: 93.2%

(1'R,2R,3R,4S,5S)-4-azido-2-(1'-benzoyloxy-2',2'-bisphenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol (828914-53-0) → (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol (828914-54-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo050727b

Reference yield: 84.0%

(2R,3R,3bR,6S,7R,7aR)-7-azido-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran (828914-90-5) + thiophenol (108-98-5) → (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol (828914-54-1)

Guidance literature:

With Amberlyst-15; In dichloromethane; at 5 ℃; for 4h;

DOI:10.1021/op0600299

upstream raw materials:

(4R,4aR,7S,8R,8aR)-8-Azido-4-(bis-phenylsulfanyl-methyl)-7-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(1'R,2R,3R,4S,5S)-4-azido-2-(1'-benzoyloxy-2',2'-bisphenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol

(3R,4R,5S)-4-Azido-3,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl 3-O-allyl-5,6-dideoxy-β-D-ribo-hex-5-enofuranoside

Downstream raw materials:

(2R,3R,3aS,6S,7R,7aR)-7-azido-hexahydro-6-methoxy-2-(phenylthio)-2H-furo[3,2-b]pyran-3-ol

(2R,3R,3aR,6S,7R,7aR)-7-azido-2-(6'-benzoylamino-purin-9'-yl)-6-methoxy-3-pivaloyloxy-hexahydrofuro[3,2-b]pyran

[(2R,3R,3aS,6S,7R,7aR)-3-hydroxy-2-(2',4'-dioxo-3',4'-dihydro-2H-pyrimidin-1'-yl)-6-methoxy-hexahydrofuro[3,2-b]pyran-7-yl]-urea

(2R,3R,3aR,6S,7R,7aR)-7-azido-hexahydro-6-methoxy-2-(phenylthio)-2H-furo[3,2-b]pyran-3-yl pivalate

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