(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

Base Information

Chemical Name:(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate
CAS No.:1334430-66-8
Molecular Formula:C₂₇H₂₉NO₃
Molecular Weight:415.532
Hs Code.:

Synonyms:(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

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Technology Process of (R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

There total 5 articles about (R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate 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: 68.0%

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

: 21685-51-8
D-phenylalanine methyl ester

: (5S,4RS)-5-benzyl-2,2-dimethyl-4-hydroxy-1,3-dioxolane

: 1334430-66-8
(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

Guidance literature:: D-phenylalanine methyl ester; (5S,4RS)-5-benzyl-2,2-dimethyl-4-hydroxy-1,3-dioxolane; With (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In α,α,α-trifluorotoluene; for 0.0333333h; Inert atmosphere;

(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:

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

: 1334430-37-3
benzyl 2-((4S)-5-hydroxy-2,2-dimethyl-1,3-dioxolan-4-yl)ethylcarbamate

: 21685-51-8
D-phenylalanine methyl ester

: 1334430-66-8
(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

: (R)-methyl 2-((3S,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

Guidance literature:: benzyl 2-((4S)-5-hydroxy-2,2-dimethyl-1,3-dioxolan-4-yl)ethylcarbamate; D-phenylalanine methyl ester; 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:

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

: 1334430-66-8
(R)-methyl 2-((3R,4S,E)-4-hydroxy-1,5-diphenylpent-1-en-3-ylamino)-3-phenylpropanoate

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

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