(3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride

Base Information

• Chemical Name: (3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride
• CAS No.: 1096594-11-4
• Molecular Formula: C5H12ClNO2
• Molecular Weight: 153.609
• Mol file: 1096594-11-4.mol

Synonyms:(3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride;(3R,4S)-4-Aminooxan-3-ol hydrochloride

Chemical Property of (3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride

Chemical Property:

• PSA: 55.48000
• LogP: 0.59720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.0% ^*data from raw suppliers

(3R,4S)-4-Aminooxan-3-olHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of (3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride

There total 8 articles about (3R,4S)-4-Aminotetrahydro-2H-pyran-3-ol hydrochloride 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: 97.0%

((3R,4S)-3-hydroxy-tetrahydro-pyran-4-yl)-carbamic acid benzyl ester → 3-amino-1,5-anhydro-2,3-dideoxy-L-threo-pentitol hydrochloride (1096594-11-4,1630815-44-9,1864003-03-1,215941-06-3)

Guidance literature:

((3R,4S)-3-hydroxy-tetrahydro-pyran-4-yl)-carbamic acid benzyl ester; With palladium 10% on activated carbon; hydrogen; In methanol; for 1h;

With hydrogenchloride; In methanol;

Reference yield:

((3SR,4RS)-3-hydroxy-tetrahydro-pyran-4-yl)-carbamic acid benzyl ester → 3-amino-1,5-anhydro-2,3-dideoxy-L-threo-pentitol hydrochloride (1096594-11-4,1630815-44-9,1864003-03-1,215941-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Resolution of racemate

2: hydrogen; palladium 10% on activated carbon / methanol / 1 h

With palladium 10% on activated carbon; hydrogen; In methanol;

Reference yield:

Tetrahydro-pyran-4-ol (2081-44-9) → 3-amino-1,5-anhydro-2,3-dideoxy-L-threo-pentitol hydrochloride (1096594-11-4,1630815-44-9,1864003-03-1,215941-06-3)

Guidance literature:

Multi-step reaction with 8 steps

1: triethylamine / dichloromethane / 3.17 h / 0 - 25 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 760.05 Torr / Reflux

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 21 h / 25 °C

4: sodium azide; ammonium chloride; water / methanol / 21 h / 25 - 70 °C

5: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 21 h / 25 °C

6: triethylamine / dichloromethane / 2 h / 0 - 25 °C

7: Resolution of racemate

8: hydrogen; palladium 10% on activated carbon / methanol / 1 h

With sodium azide; palladium 10% on activated carbon; 10 wt% Pd(OH)2 on carbon; water; hydrogen; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; ethyl acetate;

upstream raw materials:

Tetrahydro-pyran-4-ol

4-oxanyl methanesulfonate

dihydropyran

3,4-epoxytetrahydropyran

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