(Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

Base Information

Chemical Name:(Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid
CAS No.:126410-76-2
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:(Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

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Chemical Property of (Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

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Technology Process of (Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

There total 7 articles about (Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-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: 90.0%

: 82689-15-4
O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal

: 60633-18-3
(3-carboxy-propyl)triphenylphosphonium chloride

: 126410-76-2
(Z)-(S)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 0 - 25 ℃; for 18h;
DOI:10.1016/S0040-4039(00)79571-2

Reference yield: 57.0%

: 126410-77-3,126410-86-4
[(E)-1-(4-Benzyloxy-benzyl)-6-hydroxy-hex-2-enyl]-carbamic acid tert-butyl ester

: 126410-76-2,126410-85-3
(E)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

Guidance literature:: With chromium(VI) oxide; sulfuric acid; at 0 ℃; for 1h;
DOI:10.1021/jo00226a007

Reference yield:

: 5544-60-5
4-(benzyloxy)benzyl bromide

: 126410-76-2,126410-85-3
(E)-7-(4-Benzyloxy-phenyl)-6-tert-butoxycarbonylamino-hept-4-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.)LDA / 1.) hexane, THF, -78 deg C, 0.5 h, 2) hexane, THF, -78 deg C, 2h

2: 92 percent / p-toluenesulfonic acid / benzene / 3 h / Heating

3: LDA / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 2 h

4: 57 percent / N-chlorosuccinimide, triethylamine

5: 95 percent / 0.2 M aq. HCl / tetrahydrofuran / 2.5 h / 55 °C / Heating

6: 57 percent / H₂SO₄, CrO₃ / 1 h / 0 °C

With chromium(VI) oxide; hydrogenchloride; N-chloro-succinimide; sulfuric acid; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1021/jo00226a007