(1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine

Base Information

• Chemical Name: (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine
• CAS No.: 1175604-27-9
• Molecular Formula: C₁₉H₂₅NO₂S
• Molecular Weight: 331.479

Synonyms:(1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine

Chemical Property of (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine

Chemical Property:

Purity/Quality:

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Technology Process of (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine

There total 4 articles about (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine 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: 78.0%

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + C8H8LiO(1-)*Li(1+) → (1R,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-00-8) + (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-27-9)

Guidance literature:

C₈H₈LiO^(1-)*Li⁽¹⁺⁾; With dimethyl zinc(II); In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

(R)-N-benzylidene-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at -65 ℃; for 12h; Inert atmosphere;

With water; In tetrahydrofuran; at -65 - 20 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/ejoc.201000111

Reference yield: 78.0%

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + 1,3-dihydroisobenzofuran (496-14-0) → (1R,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-00-8) + (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-27-9)

Guidance literature:

1,3-dihydroisobenzofuran; With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;

With dimethyl zinc(II); In hexane; at 20 ℃;

(R)-N-benzylidene-2-methylpropane-2-sulfinamide; optical yield given as %de; diastereoselective reaction; Further stages;

DOI:10.1016/j.tetlet.2009.06.010

Reference yield: 37.0%

(R)-N-benzylidene-2-methylpropane-2-sulfinamide (196929-85-8) + diethylzinc (557-20-0) + C8H8LiO(1-)*Li(1+) → C13H21NOS + (1R,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-00-8) + (1S,R(S))-N-(tert-butylsulfinyl)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine (1175604-27-9)

Guidance literature:

diethylzinc; C₈H₈LiO^(1-)*Li⁽¹⁺⁾; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

(R)-N-benzylidene-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at -65 ℃; for 12h; Inert atmosphere;

With water; In tetrahydrofuran; at -65 - 20 ℃; optical yield given as %de;

DOI:10.1002/ejoc.201000111

upstream raw materials:

(R)-N-benzylidene-2-methylpropane-2-sulfinamide

diethylzinc

1,3-dihydroisobenzofuran

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