(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

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Chemical Name:(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid
CAS No.:869116-16-5
Molecular Formula:C₃₀H₃₃N₃O₇
Molecular Weight:547.608
Hs Code.:

Synonyms:(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

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Chemical Property of (S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

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Technology Process of (S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

There total 3 articles about (S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid 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%

: (1-methylcarbamoyl-but-3-ynyl)-carbamic acid tert-butyl ester

: 869116-14-3
(S)-2-(benzyloxycarbonylamino)-5-(2-iodophenyl)pent-4-ynoic acid

: 869116-16-5
(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

Guidance literature:: With ammonium hydroxide; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; at 20 ℃;
DOI:10.1016/j.bmc.2005.07.016

Reference yield:

: 869116-13-2
Cbz-L-propargylglycine-OH

: 869116-16-5
(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / aq. ammonia; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

2: 69 percent / aq. ammonia; CuI / Pd(PPh₃)2Cl₂ / 1,2-dimethoxy-ethane / 20 °C

With ammonium hydroxide; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1016/j.bmc.2005.07.016

Reference yield:

: 615-42-9
1,2-Diiodobenzene

: 869116-16-5
(S,S)-2-(benzyloxycarbonylamino)-5-[2-(4-tert-butoxycarbonylamino-4-(methylcarbamoyl)but-1-ynyl)phenyl]pent-4-ynoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / aq. ammonia; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

2: 69 percent / aq. ammonia; CuI / Pd(PPh₃)2Cl₂ / 1,2-dimethoxy-ethane / 20 °C

With ammonium hydroxide; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1016/j.bmc.2005.07.016