(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

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Chemical Name:(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate
CAS No.:1334430-46-4
Molecular Formula:C₃₀H₃₄N₂O₅
Molecular Weight:502.61
Hs Code.:

Synonyms:(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

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Chemical Property of (S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

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Technology Process of (S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

There total 7 articles about (S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-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: 76.0%

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

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

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1334430-46-4
(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

Guidance literature:: benzyl 2-((4S)-5-hydroxy-2,2-dimethyl-1,3-dioxolan-4-yl)ethylcarbamate; methyl (2S)-2-amino-3-phenylpropanoate; 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: 56.0%

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

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

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1334430-46-4
(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

: 1334430-45-3
(S)-methyl 2-(((3S,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

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

: 40371-50-4
S-4-benzyloxycarbonylamino-2-hydroxybutyric acid

: 1334430-46-4
(S)-methyl 2-(((3R,4S,E)-6-(((benzyloxy)carbonyl)amino)-4-hydroxy-1-phenylhex-1-en-3-yl)amino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / acetone / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C / Inert atmosphere

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

3.2: 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In tetrahydrofuran; α,α,α-trifluorotoluene; acetone; 3.2: Petasis reaction;
DOI:10.1002/anie.201103271