(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

Base Information

Chemical Name:(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol
CAS No.:1334430-44-2
Molecular Formula:C₂₇H₃₁NO₃
Molecular Weight:417.548
Hs Code.:

Synonyms:(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

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Chemical Property of (1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

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Technology Process of (1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

There total 4 articles about (1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol 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: 84.0%

: 1029603-94-8
(E)-diethyl styrylboronate

: 55707-43-2
(S)-1-benzyl-2,2-dimethoxyethan-1-amine

: (5S)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-ol

: 1334430-43-1
(1S,2S,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

: 1334430-44-2
(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

Guidance literature:: (S)-1-benzyl-2,2-dimethoxyethan-1-amine; (5S)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-ol; With (S)-3,3'-dibromo-1,1'-bi-2-naphthol; In α,α,α-trifluorotoluene; for 0.0333333h; Inert atmosphere; Molecular sieve;

(E)-diethyl styrylboronate; In α,α,α-trifluorotoluene; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201103271

Reference yield: 80.0%

: 1029603-94-8
(E)-diethyl styrylboronate

: 55707-43-2
(S)-1-benzyl-2,2-dimethoxyethan-1-amine

: (5S)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-ol

: 1334430-44-2
(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

Guidance literature:: (S)-1-benzyl-2,2-dimethoxyethan-1-amine; (5S)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-ol; With (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In α,α,α-trifluorotoluene; for 0.0333333h; Inert atmosphere; Molecular sieve;

(E)-diethyl styrylboronate; In α,α,α-trifluorotoluene; at 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201103271

Reference yield:

: 6783-05-7
trans-2-phenylvinylboronic acid

: 1334430-44-2
(1S,2R,E)-2-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-1,4-diphenylbut-3-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium sulfate / chloroform / 24 h / Inert atmosphere; Reflux

2.1: (R)-3,3'-dibromo-1,1'-bi-2-naphthol / α,α,α-trifluorotoluene / 0.03 h / Inert atmosphere; Molecular sieve

2.2: 20 °C / Inert atmosphere

With magnesium sulfate; (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In chloroform; α,α,α-trifluorotoluene; 2.2: Petasis reaction;
DOI:10.1002/anie.201103271