(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol
CAS No.:864941-72-0
Molecular Formula:C₁₉H₂₀FN₃O₃S₂
Molecular Weight:421.517
Hs Code.:

Synonyms:(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

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Technology Process of (1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

There total 6 articles about (1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-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: 85.0%

: 864941-70-8
(3aR,3bR,6S,7S,7aR,8aR)-7-azido-6-fluoro-2,2-dimethyl-hexahydro-1,3,4,8-tetraoxa-cyclopenta[a]indene

: 108-98-5
thiophenol

: 864941-72-0
(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

Guidance literature:: With amberlyst-15; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jo050727b

Reference yield:

: 828914-86-9
C₁₀H₁₄O₅

: 864941-72-0
(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.14 g / sodium azide / 2-methoxy-ethanol / 1 h / 126 °C

2: 30 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

3: 85 percent / Amberlyst-15 / CH₂Cl₂ / 18 h / 20 °C

With sodium azide; amberlyst-15; diethylamino-sulfur trifluoride; In dichloromethane; 2-methoxy-ethanol;
DOI:10.1021/jo050727b

Reference yield:

: 828914-85-8
(3aR,3bS,6S,7R,7aS,8aR)-7-Bromo-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-6-ol

: 864941-72-0
(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / tetrahydrofuran / 1 h / 110 °C

2: 1.14 g / sodium azide / 2-methoxy-ethanol / 1 h / 126 °C

3: 30 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

4: 85 percent / Amberlyst-15 / CH₂Cl₂ / 18 h / 20 °C

With sodium hydroxide; sodium azide; amberlyst-15; diethylamino-sulfur trifluoride; In tetrahydrofuran; dichloromethane; 2-methoxy-ethanol;
DOI:10.1021/jo050727b