3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

Base Information

• Chemical Name: 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide
• CAS No.: 86331-53-5
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 86331-53-5.mol

Synonyms:3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

Chemical Property of 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

There total 6 articles about 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide 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%

4-Hydroxy-3-((R)-2-hydroxy-1-phenyl-ethyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexan-2-one (86331-48-8,95462-64-9) → 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide (86331-53-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 50 ℃; for 4h;

DOI:10.1246/cl.1983.385

Reference yield:

6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione (67911-21-1) → 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide (86331-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 1.) 0 deg C, 15 min; 2.) r.t., 1 h

2: sodium acetate / 3 h / 100 °C

3: 1 N HCl in MeOH / 2 h / Heating

4: 92 percent / NaAlH₂(CH₂CHMe₂)2 / 1.5 h / -78 °C

5: 95 percent / NaBH₄ / aq. ethanol / 4 h / 50 °C

With hydrogenchloride; sodium tetrahydroborate; NaAlH₂(CH₂CHMe₂)2; sodium acetate; In tetrahydrofuran; ethanol;

DOI:10.1246/cl.1983.385

Reference yield:

D-2-phenylglycinol (56613-80-0) → 3-Hydroxymethyl-2,2-dimethyl-cyclopropanecarboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide (86331-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 1.) 0 deg C, 15 min; 2.) r.t., 1 h

2: sodium acetate / 3 h / 100 °C

3: 1 N HCl in MeOH / 2 h / Heating

4: 92 percent / NaAlH₂(CH₂CHMe₂)2 / 1.5 h / -78 °C

5: 95 percent / NaBH₄ / aq. ethanol / 4 h / 50 °C

With hydrogenchloride; sodium tetrahydroborate; NaAlH₂(CH₂CHMe₂)2; sodium acetate; In tetrahydrofuran; ethanol;

DOI:10.1246/cl.1983.385

upstream raw materials:

4-Hydroxy-3-((R)-2-hydroxy-1-phenyl-ethyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexan-2-one

6,6-dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione

D-2-phenylglycinol

3-((R)-2-Hydroxy-1-phenyl-ethyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione

Downstream raw materials:

(1R)-cis-chrysanthemic acid