(2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate

Base Information

• Chemical Name: (2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate
• CAS No.: 289487-17-8
• Molecular Formula: C₂₃H₂₅NO₃S
• Molecular Weight: 395.522
• Mol file: 289487-17-8.mol

Synonyms:(2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate

Chemical Property of (2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate

There total 3 articles about (2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate 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: 61.0%

N,N-dimethyl-o-iodoaniline (698-02-2) + (2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide (126577-49-9) → (2S,SS)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate (289487-17-8)

Guidance literature:

N,N-dimethyl-o-iodoaniline; With n-butyllithium; In diethyl ether; at -78 ℃;

(2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide; In tetrahydrofuran; diethyl ether; at -78 ℃; Further stages.;

DOI:10.1002/1521-3765(20010917)7:18<3890::AID-CHEM3890>3.0.CO;2-Y

Reference yield: 61.0%

N,N-dimethyl-o-iodoaniline (698-02-2) + (2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide (126577-49-9) → (2S,RS)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate + (2S,SS)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate (289487-17-8)

Guidance literature:

N,N-dimethyl-o-iodoaniline; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

(2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃;

DOI:10.1002/chem.200400443

Reference yield: 61.0%

N,N-dimethyl-o-iodoaniline (698-02-2) + (2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide (126577-49-9) → (2S,SS)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate (289487-17-8) + 2-Dimethylamino-benzenesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester

Guidance literature:

With n-butyllithium; In diethyl ether; at -78 ℃;

DOI:10.1016/S0040-4039(00)00579-7

upstream raw materials:

N,N-dimethyl-o-iodoaniline

(2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide

Downstream raw materials:

[2-((R)-(R)-2,5-Diphenyl-cyclopent-1-enesulfinyl)-phenyl]-dimethyl-amine

(5S,S_R)-5-[2-(N,N-dimethylamino)phenylsulfinyl]-2-(triisopropylsilyloxy)methyl-2-cyclopentenone

(3S,4S,S_R)-3-(tert-butyldimethylsilyloxy)-4-[2-(N,N-dimethylamino)phenylsulfinyl]-2-(triisopropylsilyloxy)methylcyclopentene

(1S,5S,S_R)-5-[2-(N,N-dimethylamino)phenylsulfinyl]-2-(triisopropylsilyloxy)methyl-2-cyclopenten-1-ol