(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

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Chemical Name:(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate
CAS No.:1446274-42-5
Molecular Formula:C₃₅H₄₀N₂O₆Se
Molecular Weight:663.672
Hs Code.:

Synonyms:(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

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Chemical Property of (S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

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Technology Process of (S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

There total 4 articles about (S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate 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: 70.0%

: 13734-41-3
t-Boc-L-valine

: 1446274-37-8
(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-amino-4-oxobutanoate trifluoroacetic acid salt

: 1446274-42-5
(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

Guidance literature:: t-Boc-L-valine; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h; Inert atmosphere;

(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-amino-4-oxobutanoate trifluoroacetic acid salt; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol401677a

Reference yield:

: 1446274-27-6
(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoate

: 1446274-42-5
(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol401677a

Reference yield:

: 71532-40-6
(9H-fluoren-9-yl)methyl 4-methylbenzenesulfonaye

: 1446274-42-5
(S)-benzyl 4-(((9H-fluorenyl)methyl)selanyl)-2-((S) 2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-4-oxobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: disodium diselenide / N,N-dimethyl-formamide; water / 18 h / 20 - 40 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0 - 20 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

With sodium tetrahydroborate; disodium diselenide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol401677a