tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

Base Information

Chemical Name:tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate
CAS No.:907189-07-5
Molecular Formula:C₃₄H₅₁NO₉
Molecular Weight:617.78
Hs Code.:

tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

Synonyms:tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

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Chemical Property of tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

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Technology Process of tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

There total 7 articles about tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate 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: 69.0%

: 907189-06-4
(S)-2-((2S,4S)-4-tert-butyloxycarbonylmethyl-2-tert-butyl-5-oxo-1,3-dioxolan-4-yl)-3-butenoic acid

: 17083-23-7
2-amino-3-(4-tert-butoxy-phenyl)-propionic acid tert-butyl ester

: 907189-07-5
tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1021/jo060931e

Reference yield:

: 907189-03-1
(2S,3S)-2-hydroxy-3-(hydroxycarbonyl)-4-pentenoic acid

: 907189-07-5
tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: i-Pr₂NEt / tetrahydrofuran / 2 h / 25 °C

2.1: 79 percent / Me₃SiOTf / CH₂Cl₂ / 16 h / -35 °C

3.1: lithium hexamethyldisilazide / tetrahydrofuran; dimethylformamide / 0.83 h / -70 °C

3.2: 61 percent / tetrahydrofuran; dimethylformamide / 0.25 h / -70 °C

4.1: 69 percent / 1-hydroxybenzotriazole; i-Pr₂NEt; HBTU / dimethylformamide / 2 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo060931e

Reference yield:

: 907189-18-8
(2S,3S)-2-hydroxy-3-(hydroxycarbonyl)-4-pentenoate

: 907189-07-5
tert-butyl (S)-3-(4-tert-butyloxyphenyl)-2-((S)-2-((2S,4S)-2-tert-butyl-4-tert-butyloxycarbonylmethyl-5-oxo-1,3-dioxolan-4-yl)-but-3-enoylamino)-propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiOH / methanol; H₂O / 20 °C

2.1: i-Pr₂NEt / tetrahydrofuran / 2 h / 25 °C

3.1: 79 percent / Me₃SiOTf / CH₂Cl₂ / 16 h / -35 °C

4.1: lithium hexamethyldisilazide / tetrahydrofuran; dimethylformamide / 0.83 h / -70 °C

4.2: 61 percent / tetrahydrofuran; dimethylformamide / 0.25 h / -70 °C

5.1: 69 percent / 1-hydroxybenzotriazole; i-Pr₂NEt; HBTU / dimethylformamide / 2 h / 0 °C

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo060931e