(S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester

Base Information

• Chemical Name: (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester
• CAS No.: 1051392-89-2
• Molecular Formula: C₁₇H₂₉NO₄
• Molecular Weight: 311.422
• Mol file: 1051392-89-2.mol

Synonyms:(S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester

Chemical Property of (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester

There total 1 articles about (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl 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:

7-bromo-hept-1-ene (4117-09-3) → (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester (1051392-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 0.75 h / -75 - -70 °C

1.2: 23 h / -70 - 20 °C

2.1: hydrogenchloride; water / acetonitrile / 2 h / 20 °C

2.2: 20 °C / pH 8

3.1: triethylamine / tetrahydrofuran; toluene / 1 h / 0 - 20 °C / pH 9.4

With hydrogenchloride; n-butyllithium; water; triethylamine; In tetrahydrofuran; toluene; acetonitrile;

Reference yield: 97.0%

(S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester (1051392-89-2) → (S)-2-cyclopentyloxycarbonyl-amino-8-nonenoic acid (769167-55-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran;

DOI:10.1002/cjoc.201180270

Reference yield:

(S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester (1051392-89-2) → 18-(4-bromobenzenesulfonyloxy)-14-cyclopentyloxycarbonylamino-2,15-dioxo-3,16-diaza-tricyclo-[14.3.0.0(4,6)]nonadec-7-ene-4-carboxylic acid methyl ester (879623-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide / tetrahydrofuran

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.5 h / 20 °C

2.2: 30 °C

3.1: Hoveyda's catalyst / toluene / 70 - 80 °C / Inert atmosphere

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl acetamide; toluene;

DOI:10.1002/cjoc.201180270

upstream raw materials:

7-bromo-hept-1-ene

Downstream raw materials:

(S)-2-cyclopentyloxycarbonyl-amino-8-nonenoic acid

18-(4-bromobenzenesulfonyloxy)-14-cyclopentyloxycarbonylamino-2,15-dioxo-3,16-diaza-tricyclo-[14.3.0.0(4,6)]nonadec-7-ene-4-carboxylic acid methyl ester

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