(R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol

Base Information

• Chemical Name: (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol
• CAS No.: 623582-45-6
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 623582-45-6.mol

Synonyms:(R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol

Chemical Property of (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol

There total 1 articles about (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol 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: 95.0%

hex-5-en-1-al (764-59-0) + (R)-α-(hydroxymethyl)benzylhydroxylamine (321174-47-4) → (R)-2-(3aS,6aR)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol + (R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol (623582-45-6)

Guidance literature:

With isopropyl alcohol; magnesium bromide; In tetrahydrofuran; at 65 ℃; for 48h;

DOI:10.1021/jo034940o

Reference yield:

(R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol (623582-45-6) → (-)-N-(tert-butyloxycarbonyl)-cis-2-aminocyclopentanecarboxylic acid (130981-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd(OH)2/C / methanol / 760 Torr

2: 450 mg / NaHCO₃ / tetrahydrofuran; H₂O / 20 °C

3: 82 percent / NaIO₄ / RuCl₃*H₂O / acetonitrile; H₂O / 2 h / 20 °C

With sodium periodate; hydrogen; sodium hydrogencarbonate; ruthenium trichloride; palladium dihydroxide; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1021/jo034940o

Reference yield:

(R)-2-(3aR,6aS)-Hexahydro-cyclopenta[c]isoxazol-1-yl-2-phenyl-ethanol (623582-45-6) → tert-butyl ((1S,2R)-2-(hydroxymethyl)cyclopentyl)carbamate (623582-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2/C / methanol / 760 Torr

2: 450 mg / NaHCO₃ / tetrahydrofuran; H₂O / 20 °C

With hydrogen; sodium hydrogencarbonate; palladium dihydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1021/jo034940o

upstream raw materials:

hex-5-en-1-al

(R)-α-(hydroxymethyl)benzylhydroxylamine

Downstream raw materials:

(-)-N-(tert-butyloxycarbonyl)-cis-2-aminocyclopentanecarboxylic acid

tert-butyl ((1S,2R)-2-(hydroxymethyl)cyclopentyl)carbamate