trans-2-amino-cis-5-phenoxycyclopentanol

Base Information

• Chemical Name: trans-2-amino-cis-5-phenoxycyclopentanol
• CAS No.: 97133-67-0
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• Mol file: 97133-67-0.mol

Synonyms:trans-2-amino-cis-5-phenoxycyclopentanol

Chemical Property of trans-2-amino-cis-5-phenoxycyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-2-amino-cis-5-phenoxycyclopentanol

There total 10 articles about trans-2-amino-cis-5-phenoxycyclopentanol 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: 81.0%

N-(cis-2-hydroxy-trans-3-phenoxycyclopentyl)acetamide (97133-78-3,95526-41-3,120577-00-6) → cis-2-amino-trans-5-phenoxycyclopentan-1-ol (97133-69-2,95671-24-2,95588-01-5,95671-23-1,95671-25-3,97133-63-6,97133-65-8,97133-67-0,120576-95-6,120576-98-9,120577-01-7,120577-05-1,130061-90-4)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1021/jm00147a003

Reference yield: 68.0%

trans-2-azido-cis-5-phenoxycylopentanol (97133-76-1) → trans-2-amino-cis-5-phenoxycyclopentanol (97133-67-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 2585.7 Torr;

DOI:10.1021/jo00217a017

Reference yield:

cyclopent-2-enol (3212-60-0,6426-28-4,62894-08-0,109431-72-3) → trans-2-amino-cis-5-phenoxycyclopentanol (97133-67-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / vanadyl acetylacetonate, tert-butyl hydroperoxide / benzene / 1.) 80 deg C, 15 min, 2.) 40 deg C, 5 h

2: 85 percent / KH / tetrahydrofuran / 45 °C

3: 85 percent / NaN₃, NH₄Cl / ethanol; H₂O / 16 h / Heating

4: 68 percent / hydrogen / 5percent Pd/C / ethanol / 6 h / 2585.7 Torr

With tert.-butylhydroperoxide; sodium azide; vanadyl acetylacetonate; hydrogen; potassium hydride; ammonium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; benzene;

DOI:10.1021/jo00217a017

upstream raw materials:

trans-2-azido-cis-5-phenoxycylopentanol

cyclopent-2-enol

1-phenoxy-2-cyclopentene

cis-6-oxabicyclo<3.1.0>cyclohexan-2-ol

Downstream raw materials:

cis-2-<(1-methylethyl)amino>-trans-5-phenoxycyclopentanol

(-)-N₂-[(1S,2S,3S)-2-hydroxy-3-phenoxycyclopentyl]-(2S)-2,3-dihydro-1,4-benzodioxine-2-carboxamide

(-)-N₂-[(1R,2R,3R)-2-hydroxy-3-phenoxycyclopentyl]-(2S)-2,3-dihydro-1,4-benzodioxine-2-carboxamide

(+)-N₂-[(1S,2S,3S)-2-hydroxy-3-phenoxycyclopentyl]-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxamide