(R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate

Base Information

• Chemical Name: (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate
• CAS No.: 114375-72-3
• Molecular Formula: C₄₇H₆₆O₆
• Molecular Weight: 727.037
• Mol file: 114375-72-3.mol

Synonyms:(R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate

Chemical Property of (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate

There total 6 articles about (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate 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: 77.0%

(R)-2-acetoxy-1,1,2-triphenylethanol (95061-47-5) + (S,Z)-3-<(tetrahydro-2H-pyran-2-yl)oxy>-11-icosenal → (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate (114375-72-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether; at -118 ℃; for 1h;

DOI:10.1002/hlca.19870700522

Reference yield:

Oleic aldehyde (2423-10-1) → (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate (114375-72-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / BuLi / tetrahydrofuran; diethyl ether / 1 h / -112 °C

2: methanol / 1 h / Ambient temperature

3: 74.5 percent / TsOH / CH₂Cl₂ / 0.75 h / 0 °C

4: 91 percent / DIBAH / CH₂Cl₂; toluene / 0.58 h / -70 °C

5: 77 percent / BuLi / tetrahydrofuran; diethyl ether / 1 h / -118 °C

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1002/hlca.19870700522

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (R)-2-hydroxy-1,2,2-triphenylethyl (3S,5S,Z)-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>-13-docosenoate (114375-72-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74.5 percent / TsOH / CH₂Cl₂ / 0.75 h / 0 °C

2: 91 percent / DIBAH / CH₂Cl₂; toluene / 0.58 h / -70 °C

3: 77 percent / BuLi / tetrahydrofuran; diethyl ether / 1 h / -118 °C

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1002/hlca.19870700522

upstream raw materials:

(R)-2-acetoxy-1,1,2-triphenylethanol

3,4-dihydro-2H-pyran

Oleic aldehyde

methyl (S,Z)-3-<(tetrahydro-2H-pyran-2-yl)oxy>-11-icosenoate

Downstream raw materials:

(R)-1,1,2-triphenylethane-1,2-diol