(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

Base Information

Chemical Name:(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid
CAS No.:1401088-89-8
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

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Chemical Property of (3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

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Technology Process of (3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

There total 1 articles about (3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid 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: 93.0%

: 1401088-84-3
(S,E)-pent-3-en-2-yl (S)-3-(tert-butoxycarbonylamino)-4-phenylbutanoate

: 1401088-89-8
(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

Guidance literature:: (S,E)-pent-3-en-2-yl (S)-3-(tert-butoxycarbonylamino)-4-phenylbutanoate; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

With chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 60 ℃; for 3h; diastereoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1021/jo301693d

Reference yield:

: 1121-30-8
1-hydroxy-2(1H)-pyridinethione

: 1401088-89-8
(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

: C₂₅H₃₂N₂O₄S

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Darkness;
DOI:10.1021/jo301693d

Reference yield:

: 1401088-89-8
(3R,E)-2-[(S)-1-(tert-butoxycarbonylamino)-2-phenylethyl]-3-methylhex-4-enoic acid

: 1401088-95-6
di-tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]iminodicarbonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C / Darkness

2.1: 2-methylpropan-2-thiol; triethyl borane / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Darkness

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: -78 - 60 °C

With dmap; n-butyllithium; triethyl borane; 2-methylpropan-2-thiol; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; 2.1: |Barton Decarboxylation;
DOI:10.1021/jo301693d