(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Base Information

Chemical Name:(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester
CAS No.:180675-57-4
Molecular Formula:C₁₆H₂₃NO₅S
Molecular Weight:341.428
Hs Code.:

Synonyms:(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

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Chemical Property of (E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

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Technology Process of (E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

There total 2 articles about (E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester 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: 85.0%

: 72155-45-4
Boc-L-phenylalaninal

: 210427-82-0
methyl diethylphosphonomethanesulfonate

: 180675-57-4
(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Reference yield:

: 66605-57-0
(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

: 180675-57-4
(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO; 2.) Et₃N / CH₂Cl₂ / -63 °C

2: 85 percent / nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

: 180675-57-4
(E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

: 168984-71-2
(E)-(S)-3-[(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonylamino)-but-1-ene-1-sulfonylamino]-4-methyl-pent-1-ene-1-sulfonic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: acetone / Heating

2: 85 percent / SO₂Cl₂, Ph₃P, 3 Angstroem molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

3: 60 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 5 h / Ambient temperature

With dmap; sulfuryl dichloride; 3 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In dichloromethane; acetone;