6-(2-(8-((4-fluorobenzyl)oxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl)ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: 6-(2-(8-((4-fluorobenzyl)oxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl)ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one
• CAS No.: 79691-18-2
• Molecular Formula: C26H33 F O4
• Molecular Weight: 0
• Mol file: 79691-18-2.mol

Synonyms:2H-Pyran-2-one,6-[2-[8-[(4-fluorophenyl)methoxy]-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthalenyl]ethyl]tetrahydro-4-hydroxy-,[1S-[1a(4S*,6S*),2a,6b,8b,8aa]]-

Chemical Property of 6-(2-(8-((4-fluorobenzyl)oxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl)ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one

Chemical Property:

• Vapor Pressure: 5.72E-15mmHg at 25°C
• Boiling Point: 594.3°C at 760 mmHg
• Flash Point: 313.2°C
• PSA: 55.76000
• Density: 1.18g/cm³
• LogP: 4.96210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-(8-((4-fluorobenzyl)oxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl)ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one

There total 5 articles about 6-(2-(8-((4-fluorobenzyl)oxy)-1,2,6,7,8,8a-hexahydro-2,6-dimethyl-1-naphthyl)ethyl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 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: 99.0%

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-3,4,5,6-tetrahydro-2H-pyran-2-one (79691-21-7) → 6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one (79691-18-2)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/jm00112a024

Reference yield:

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<1,2,6,7,8,8a(S)-hexahydro-8(S)-hydroxy-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-2-<(tetrahydropyran-2-yl)oxy>-3,4,5,6-tetrahydro-2H-pyran (79691-14-8,83348-89-4) → 6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one (79691-18-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, RT, 2.) THF, DMF, reflux, 18 h

2: 32 percent / pyridinium tosylate (PPTS), acetic acid, H₂O / tetrahydrofuran / 65 h / Ambient temperature

3: 62 percent / CrO₃, pyridine / CH₂Cl₂ / 0.01 h / Ambient temperature

4: 99 percent / acetic acid, tetra-n-butylammonium fluoride / tetrahydrofuran / 18 h / Ambient temperature

With pyridine; chromium(VI) oxide; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00112a024

Reference yield:

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-2-hydroxy-3,4,5,6-tetrahydro-2H-pyran (79691-20-6,135413-69-3) → 6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one (79691-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / CrO₃, pyridine / CH₂Cl₂ / 0.01 h / Ambient temperature

2: 99 percent / acetic acid, tetra-n-butylammonium fluoride / tetrahydrofuran / 18 h / Ambient temperature

With pyridine; chromium(VI) oxide; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00112a024

upstream raw materials:

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-3,4,5,6-tetrahydro-2H-pyran-2-one

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<1,2,6,7,8,8a(S)-hexahydro-8(S)-hydroxy-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-2-<(tetrahydropyran-2-yl)oxy>-3,4,5,6-tetrahydro-2H-pyran

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-2-hydroxy-3,4,5,6-tetrahydro-2H-pyran

4(R)-(tert-butyldimethylsiloxy)-6(R)-<2-<8(S)-<(4-fluorobenzyl)oxy>-1,2,6,7,8,8a(S)-hexahydro-2(S),6(R)-dimethyl-1(S)-naphthyl>ethyl>-2-<(tetrahydropyran-2-yl)oxy>-3,4,5,6-tetrahydro-2H-pyran