(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

Base Information

Chemical Name:(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate
CAS No.:1587692-47-4
Molecular Formula:C₁₉H₂₅NO₆
Molecular Weight:363.411
Hs Code.:

Synonyms:(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

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Technology Process of (R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

There total 3 articles about (R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate 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: 75.0%

: 610-97-9
o-iodo-methyl-benzoic acid

: 150652-96-3
(R)-2-(tert-butoxycarbonyl)amino-4-pentenoic acid methyl ester

: 1587692-47-4
(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

Guidance literature:: With palladium diacetate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 130 ℃; for 2h; Microwave irradiation;
DOI:10.1016/j.bmcl.2014.02.058

Reference yield:

: 88-67-5
2-Iodobenzoic acid

: 1587692-47-4
(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 14.5 h / -10 - 20 °C

2: N-ethyl-N,N-diisopropylamine; palladium diacetate / acetonitrile / 2 h / 130 °C / Microwave irradiation

With thionyl chloride; palladium diacetate; N-ethyl-N,N-diisopropylamine; In acetonitrile; 2: |Heck Reaction;
DOI:10.1016/j.bmcl.2014.02.058

Reference yield:

: 106928-50-1
methyl 2-[(tert-butoxycarbonyl)amino]pent-4-enoate

: 1587692-47-4
(R)-methyl 2-(4-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopent-1-en-1-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: chiral HPLC / hexane; isopropyl alcohol / Resolution of racemate

2: N-ethyl-N,N-diisopropylamine; palladium diacetate / acetonitrile / 2 h / 130 °C / Microwave irradiation

With palladium diacetate; N-ethyl-N,N-diisopropylamine; In hexane; isopropyl alcohol; acetonitrile; 2: |Heck Reaction;
DOI:10.1016/j.bmcl.2014.02.058