(22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester

Base Information

• Chemical Name: (22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester
• CAS No.: 95270-38-5
• Molecular Formula: C₃₈H₅₃F₃O₄
• Molecular Weight: 630.832
• Mol file: 95270-38-5.mol

Synonyms:

Chemical Property of (22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester

There total 6 articles about (22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester 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: 56.0%

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) + (22E),(24R)-6β-methoxy-3α,5α-cyclocholest-22-en-24-ol (80082-95-7) → (22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol 24-(+)-MTPA ester (95270-38-5)

Guidance literature:

In pyridine; for 1h; Ambient temperature;

DOI:10.1248/cpb.32.3866

Reference yield:

(22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol (80082-95-7,80082-96-8,115178-62-6) → (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-(1S,4R)-1-isopropyl-4-((3aR,3bS,5aR,6R,8aS,8bR,10R)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-pent-2-enyl ester (95270-37-4,95270-38-5,103833-69-8,103833-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) pyridine-chromic anhydride, 2.) lithium aluminium hydride / 1.) methylene dichloride, 1h, 2.) tetrahydrofuran, 4h

2: H₂ / 10percent Pd-C / ethanol

3: pyridine / 4 h

With lithium aluminium tetrahydride; pyridinium dichromate; hydrogen; palladium on activated charcoal; In pyridine; ethanol;

Reference yield:

(22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol (80082-95-7,80082-96-8,115178-62-6) → (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-(1R,4R)-1-isopropyl-4-((3aR,3bS,5aR,6R,8aS,8bR,10R)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-pent-2-enyl ester (95270-37-4,95270-38-5,103833-69-8,103833-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd-C / ethanol

2: pyridine / 4 h

With hydrogen; palladium on activated charcoal; In pyridine; ethanol;

upstream raw materials:

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

(22E,24R)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol

(22E,24S)-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-24-ol

(22E),(24R)-6β-methoxy-3α,5α-cyclocholest-22-en-24-ol