(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

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Chemical Name:(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester
CAS No.:171109-56-1
Molecular Formula:C₂₃H₃₃N₃O₅
Molecular Weight:431.532
Hs Code.:

Synonyms:(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

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Chemical Property of (S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

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Technology Process of (S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

There total 6 articles about (S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl 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: 100.0%

: 171109-50-5
allyl 2(S)-acetylamino-3-<<4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoyl>amino>propanoate

: 171109-56-1
(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

Guidance literature:: With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1021/jo961447m

Reference yield:

: 74974-37-1
tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-oxoethyl]carbamate

: 171109-56-1
(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93.7 percent / NaH / tetrahydrofuran / 1.) room temperature, 10 min, 2.) -50 deg C, 30 min; 10 deg C, 2.5 h

2: 97.5 percent / 1N NaOH / dioxane; H₂O / 14 h

3: 98.8 percent / DIPEA, TBTU / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 100 percent / 2,6-lutidine, TMS-triflate / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1021/jo961447m

Reference yield:

: 190203-26-0
ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate

: 171109-56-1
(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97.5 percent / 1N NaOH / dioxane; H₂O / 14 h

2: 98.8 percent / DIPEA, TBTU / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 100 percent / 2,6-lutidine, TMS-triflate / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1021/jo961447m