(2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan

Base Information

• Chemical Name: (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan
• CAS No.: 107495-64-7
• Molecular Formula: C₃₁H₄₆O₄S
• Molecular Weight: 514.77
• Mol file: 107495-64-7.mol

Synonyms:(2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan

Chemical Property of (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan

There total 18 articles about (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan 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: 92.0%

diphenyldisulfane (882-33-7) + (RS)-12-<2'-(Methoxymethoxy)phenyl>-2-(2-tetrahydropyranyloxy)dodecan (107495-63-6) → (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan (107495-64-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane;

Reference yield:

9-bromononan-1-ol (55362-80-6) → (2RS)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-(2-tetrahydropyranyloxy)dodecan (107495-64-7)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridinium-p-toluenesulfonate / CH₂Cl₂ / 3 h / 0 - 5 °C

2: 80 percent / 1.5 M BuLi, N,N,N',N'-tetramethylethylenediamine / hexane; tetrahydrofuran

3: pyridinium-p-toluenesulfonate / methanol / 1 h / Heating

4: Et₃N

5: 98 percent / LiBr / acetone; tetrahydrofuran

6: 1.) Mg, 1,2-dibromethan; 2.) 1,5-dicyclooctadiencupper(I)-chlorid / 1.) THF; 2.) THF

7: 99 percent / pyridinium-p-toluenesulfonate / methanol

8: 92 percent / 1.55 M BuLi, N,N,N',N'-tetramethylethylenediamine / hexane; tetrahydrofuran

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; pyridinium p-toluenesulfonate; magnesium; ethylene dibromide; triethylamine; lithium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone;

Reference yield:

1-Bromo-9-<2'-(methoxymethoxy)phenyl>nonan (107495-61-4) → (2S)-12-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-2-<(2''RS)-2''-tetrahydropyranyloxy>dodecan (107495-64-7,113083-65-1,113083-67-3,121959-40-8,121959-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Mg; 2) (1,5-cyclooctadien)Cu(I) cloride / 1) THF, 1,2-dibromoethane, reflux, 2 h; 2) THF, 1,2-dibromoethane, 0 deg C, 13 h

2: 98 percent / pyridinium-p-toluenesulfonate / CH₂Cl₂ / 15 h / 6 - 10 °C

3: 1) BuLi, TMEDA / 1) hexane, THF, 1 h, 0 deg C; 2) hexane, THF, RT, 14 h

With n-butyllithium; [CuCl(cod)]; N,N,N,N,-tetramethylethylenediamine; pyridinium p-toluenesulfonate; magnesium; In dichloromethane;

DOI:10.1002/hlca.19880710719

upstream raw materials:

(2S)-12-<2'-(Methoxymethoxy)phenyl>-2-<(2''RS)-2''-tetrahydropyranyloxy>dodecan

diphenyldisulfane

3,4-dihydro-2H-pyran

(2S)-12-<2'-(Methoxymethoxy)phenyl>dodecan-2-ol

Downstream raw materials:

(2S)-12-<2'-Hydroxy-3'-(phenylsulfonyl)phenyl>-2-dodecanol

(2R,3Z,5E,17S)-6-Acetoxy-2-(phenylsulfonyl)octadeca-3,5-dien-17-olid

(2S,3Z,5E,17S)-6-Acetoxy-2-(phenylsulfonyl)octadeca-3,5-dien-17-olid

(6RS)-6-Acetoxy-6-<(11'S)-11'-hydroxydodecyl>-2-phenylsulfonyl-2,4-cyclohexadien-1-on