(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

Base Information

Chemical Name:(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester
CAS No.:1384458-02-9
Molecular Formula:C₂₆H₃₂N₂O₅
Molecular Weight:452.55
Hs Code.:

Synonyms:(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

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Chemical Property of (Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

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Technology Process of (Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

There total 3 articles about (Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline 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: 74.0%

: 104-53-0
3-phenyl-propionaldehyde

: 1384457-99-1
N-(N-benzyloxycarbonyl-L-leucyl)-2-(diethoxyphosphoryl)glycine methyl ester

: 1384458-02-9
(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

Guidance literature:: N-(N-benzyloxycarbonyl-L-leucyl)-2-(diethoxyphosphoryl)glycine methyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.166667h; Inert atmosphere;

3-phenyl-propionaldehyde; In dichloromethane; for 16h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol301676z

Reference yield:

: 40290-56-0
Cbz-Leu-Ser-OMe

: 1384458-02-9
(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; lead(IV) tetraacetate / dichloromethane / 1 h / 26 °C / Inert atmosphere; Irradiation

1.2: 3 h / 0 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / Inert atmosphere

2.2: 16 h / Inert atmosphere

With iodine; lead(IV) tetraacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol301676z

Reference yield:

: 1384457-98-0
N-(N-benzyloxycarbonyl-L-leucyl)-2-(methoxy)glycine methyl ester

: 1384458-02-9
(Z)-N-(N-benzyloxycarbonyl-L-leucyl)-α,β-dehydro-5-(phenyl)norvaline methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / Inert atmosphere

2.2: 16 h / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol301676z