5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol

Base Information

• Chemical Name: 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol
• CAS No.: 708212-76-4
• Molecular Formula: C₄₇H₅₈O₁₃
• Molecular Weight: 830.97
• Mol file: 708212-76-4.mol

Synonyms:5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol

Chemical Property of 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol

There total 7 articles about 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol 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: 55.0%

(2S)-(-)-O-(tetrahydropyran-2-yl)-3-phenyllactic acid (90476-29-2) + 5-acetylbrevifoliol (708212-67-3) → 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol (708212-76-4)

Guidance literature:

With dmap; 2,2'-dipyridyl carbonate; In toluene; at 20 ℃;

DOI:10.1021/np0304565

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol (708212-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / PPTS / CH₂Cl₂ / 3 h / 20 °C

2: 82 percent / aq. K₂CO₃ / methanol / 20 h / 20 °C

3: 55 percent / di-2-pyridyl carbonate; DMAP / toluene / 20 °C

With dmap; 2,2'-dipyridyl carbonate; pyridinium p-toluenesulfonate; potassium carbonate; In methanol; dichloromethane; toluene;

DOI:10.1021/np0304565

Reference yield:

methyl (2S)-(-)-O-(tetrahydropyran-2-yl)-3-phenyllactate (215596-66-0) → 5α-acetyl-13α-[(2'S)-O-(tetrahydropyran-2-yl)-3-phenyllactate]brevifoliol (708212-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. K₂CO₃ / methanol / 20 h / 20 °C

2: 55 percent / di-2-pyridyl carbonate; DMAP / toluene / 20 °C

With dmap; 2,2'-dipyridyl carbonate; potassium carbonate; In methanol; toluene;

DOI:10.1021/np0304565

upstream raw materials:

(2S)-(-)-O-(tetrahydropyran-2-yl)-3-phenyllactic acid

5-acetylbrevifoliol

3,4-dihydro-2H-pyran

methyl (2S)-(-)-O-(tetrahydropyran-2-yl)-3-phenyllactate