4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol

Base Information

• Chemical Name: 4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol
• CAS No.: 188866-44-6
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• Mol file: 188866-44-6.mol

Synonyms:4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol

Chemical Property of 4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol

Chemical Property:

• Vapor Pressure: 2.32E-06mmHg at 25°C
• Boiling Point: 377.2°C at 760 mmHg
• Flash Point: 214.2°C
• PSA: 43.70000
• Density: 1.229g/cm³
• LogP: 1.89870

Purity/Quality:

97% ^*data from raw suppliers

4-(4-HYDROXYPHENYL)-(3S,4S)-3-PIPERIDINOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol

There total 10 articles about 4-(4-Hydroxyphenyl)-(3s,4s)-3-Piperidinol 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:

(3R,4R)-4-(4-benzyloxy-phenyl)-1-((R)-1-phenyl-ethyl)-piperidin-3-ol (257938-64-0) → (3R,4R)-4-(4-Hydroxy-phenyl)-piperidin-3-ol (783291-76-9,188866-44-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 15h;

DOI:10.1016/S0014-827X(01)01004-7

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → (±)-(3,4-trans)-4-(4-hydroxyphenyl)piperidin-3-ol (188866-44-6)

Guidance literature:

Multi-step reaction with 6 steps

1: n-BuLi, THF / -70 °C

2: p-TsOH*H₂O / toluene / Heating

3: 1.) NaBH₄, BF₃*Et₂O, 2.) aq. KOH, 3.) 30 percent aq. H₂O₂

4: 97 percent / H₂ / Pd/C / methanol / Ambient temperature

5: NaHCO₃ / H₂O; dioxane / Ambient temperature

6: BBr₃ / CH₂Cl₂ / Ambient temperature

With tetrahydrofuran; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; boron tribromide; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0960-894X(99)00195-X

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → (±)-(3,4-trans)-4-(4-hydroxyphenyl)piperidin-3-ol (188866-44-6)

Guidance literature:

Multi-step reaction with 6 steps

1: n-BuLi, THF / -70 °C

2: p-TsOH*H₂O / toluene / Heating

3: 1.) NaBH₄, BF₃*Et₂O, 2.) aq. KOH, 3.) 30 percent aq. H₂O₂

4: 97 percent / H₂ / Pd/C / methanol / Ambient temperature

5: NaHCO₃ / H₂O; dioxane / Ambient temperature

6: BBr₃ / CH₂Cl₂ / Ambient temperature

With tetrahydrofuran; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; boron tribromide; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0960-894X(99)00195-X

upstream raw materials:

1-bromo-4-methoxy-benzene

1-phenylmethyl-4-piperidone

1-benzyl-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine

1-benzyl-4-(4-methoxy-phenyl)-piperidin-4-ol

Refernces

• 1、 -. "Piperidine derivatives having renin inhibiting activity". . . Retrieved 2008/06/13.