(2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene

Base Information

• Chemical Name: (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene
• CAS No.: 121719-94-6
• Molecular Formula: C₁₉H₂₃F₃O₅
• Molecular Weight: 388.384
• Mol file: 121719-94-6.mol

Synonyms:(2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene

Chemical Property of (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene

There total 7 articles about (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene 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: 83.0%

(2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentanol (121719-93-5,121787-08-4) → (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene (121719-94-6)

Guidance literature:

With pyridine; trichlorophosphate; at 85 ℃; for 17h;

DOI:10.1016/S0040-4039(00)80702-9 DOI:10.1016/S0040-4020(01)88350-2

Reference yield:

(4R,5S)-4,5-Dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid 4-methyl ester 5-((R)-1-phenyl-ethyl) ester (121719-89-9,121787-07-3) → (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene (121719-94-6)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 5percent Pd/C / ethyl acetate / 2 h / Ambient temperature

2: 74 percent / tetrahydrofuran; diethyl ether / 5 h / 0 °C

3: 93 percent / LiAlH₄ / diethyl ether / 2 h / Heating

4: 4-dimethylaminopyridine / toluene / 2 h / Ambient temperature

5: 83 percent / POCl₃, pyridine / 17 h / 85 °C

With pyridine; dmap; lithium aluminium tetrahydride; hydrogen; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethyl acetate; toluene;

DOI:10.1016/S0040-4039(00)80702-9

Reference yield:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) → (2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentene (121719-94-6)

Guidance literature:

Multi-step reaction with 3 steps

2: 4-dimethylaminopyridine / toluene / 2 h / Ambient temperature

3: 83 percent / POCl₃, pyridine / 17 h / 85 °C

With pyridine; dmap; trichlorophosphate; In toluene;

DOI:10.1016/S0040-4039(00)80702-9

upstream raw materials:

(2'R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-2-pentanol

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

(2S^*,3R^*)-2,3,4-trimethyl-2,3-methylenedioxy-1,4-pentanediol

Downstream raw materials:

monocrotaline

(2'R,2S,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxypentanoic acid

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (4S,5R)-4,5-dimethyl-5-((R)-1-methyl-2-oxo-ethyl)-[1,3]dioxolan-4-ylmethyl ester

(2'R,2R,3R,4S)-5-<2'-methoxy-2'-(trifluoromethyl)phenylacetoxy>-2,3,4-trimethyl-3,4-methylenedioxy-1-pentanol