(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

Base Information

Chemical Name:(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate
CAS No.:1126530-16-2
Molecular Formula:C₃₇H₄₆N₂O₅S
Molecular Weight:630.849
Hs Code.:

Synonyms:(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

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Chemical Property of (S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

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Technology Process of (S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

There total 7 articles about (S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-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: 90.0%

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

: C₂₇H₂₉NO₂S

: 1126530-16-2
(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

Guidance literature:: t-Boc-L-valine; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.0833333h;

C₂₇H₂₉NO₂S; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 88.0%

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

: 1126530-15-1
C₃₂H₃₇NO₄S

: 1126530-16-2
(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

Guidance literature:: C₃₂H₃₇NO₄S; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

t-Boc-L-valine; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 3h; Time;

Reference yield:

: 1126530-09-3
C₃₅H₄₃NO₄S

: 1126530-16-2
(S,E)-methyl 3-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-7-(tritylthio)hept-4-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide / methanol; tetrahydrofuran / 50 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2015.03.063