tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

Base Information

Chemical Name:tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate
CAS No.:946082-92-4
Molecular Formula:C₂₀H₂₄F₃IN₂O₄
Molecular Weight:540.321
Hs Code.:

Synonyms:tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

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Chemical Property of tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

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Technology Process of tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

There total 3 articles about tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate 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: 99.0%

: tert-butyl N-(trifluoroacetyl)-(S)-phenylalanyl-(R)-[2-(tributylstannyl)allyl]glycinate

: 946082-92-4
tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

Guidance literature:: With iodine; In diethyl ether; at 20 ℃; for 0.5h;
DOI:10.1002/anie.200700759

Reference yield:

: 910657-74-8
tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate

: 221165-81-7
2-iodoprop-2-en-1-yl methanesulfonate

: 946082-92-4
tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

: tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-2-amino-4-iodopent-4-enoate

Guidance literature:: tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-iodoprop-2-en-1-yl methanesulfonate; With bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; In tetrahydrofuran; for 4h; Overall yield = 74 %; Overall yield = 97.1 mg; diastereoselective reaction;
DOI:10.1002/ejoc.201900310

Reference yield:

: 910657-74-8
tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate

: C₇H₁₄IO₄P

: 946082-92-4
tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-(R)-2-amino-4-iodopent-4-enoate

: tert-butyl N-[N-trifluoroacetyl-(S)-phenylalanyl]-2-amino-4-iodopent-4-enoate

Guidance literature:: tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

C₇H₁₄IO₄P; With bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; In tetrahydrofuran; for 4h; Overall yield = 21 %; diastereoselective reaction;
DOI:10.1002/ejoc.201900310