ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

Base Information

Chemical Name:ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate
CAS No.:214286-83-6
Molecular Formula:C₅₃H₅₆FN₃O₆S
Molecular Weight:882.109
Hs Code.:

ethyl-3-<cyclopentylSCO-L-PheΨ<COCH2>-L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

Synonyms:ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

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Chemical Property of ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

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Technology Process of ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

There total 10 articles about ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate 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:

: 60756-05-0
cyclopentyl chlorothiolformate

: (E)-(S)-4-[(2R,5S)-5-Amino-2-(4-fluoro-benzyl)-4-oxo-6-phenyl-hexanoylamino]-6-(trityl-carbamoyl)-hex-2-enoic acid ethyl ester

: 214286-83-6
ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

Guidance literature:: With 4-methyl-morpholine; In dichloromethane; at 0 ℃; for 0.5h; Yield given;
DOI:10.1021/jm980537b

Reference yield:

: 459-31-4
3-(4-fluorophenyl)propanoic acid

: 214286-83-6
ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

Guidance literature:: Multi-step reaction with 10 steps

1: oxalyl chloride / dimethylformamide; benzene / 1.5 h / 23 °C

2: Et₃N / tetrahydrofuran / 0.33 h / 0 °C

3: methanesulfonic acid / CH₂Cl₂ / 0.25 h / 23 °C

4: 49 percent / n-BuLi / tetrahydrofuran; hexane / a) -78 deg C, 5 min, b) 0 deg C, 1 h

5: 59 percent / p-TsOH*H₂O / CH₂Cl₂; toluene / 13 h / 23 °C

6: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 0.33 h / 23 °C

7: 4-methylmorpholine N-oxide, 4 A molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 3 h / 23 °C

8: 4-methymorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 22 h / 23 °C

9: 4 M HCl / dioxane / 1.5 h / 23 °C

10: 4-methylmorpholine / CH₂Cl₂ / 0.5 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; n-butyllithium; tetrapropylammonium perruthennate; oxalyl dichloride; methanesulfonic acid; 4 A molecular sieve; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/jm980537b

Reference yield:

: 772-70-3
3-(4-fluorophenyl)propanoyl chloride

: 214286-83-6
ethyl-3--L-Phe(4-F)-L-(Tr-Gln)>-E-propenoate

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N / tetrahydrofuran / 0.33 h / 0 °C

2: methanesulfonic acid / CH₂Cl₂ / 0.25 h / 23 °C

3: 49 percent / n-BuLi / tetrahydrofuran; hexane / a) -78 deg C, 5 min, b) 0 deg C, 1 h

4: 59 percent / p-TsOH*H₂O / CH₂Cl₂; toluene / 13 h / 23 °C

5: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 0.33 h / 23 °C

6: 4-methylmorpholine N-oxide, 4 A molecular sieves, tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 3 h / 23 °C

7: 4-methymorpholine, 1-hydroxybenzotriazole hydrate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 22 h / 23 °C

8: 4 M HCl / dioxane / 1.5 h / 23 °C

9: 4-methylmorpholine / CH₂Cl₂ / 0.5 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; n-butyllithium; tetrapropylammonium perruthennate; methanesulfonic acid; 4 A molecular sieve; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm980537b