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

Base Information

Chemical Name: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
CAS No.:879623-40-2
Molecular Formula:C₃₁H₄₀BrN₃O₉S
Molecular Weight:710.643
Hs Code.:

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

Synonyms: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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Chemical Property of 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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Technology Process of 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

There total 12 articles about 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 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: 77.2%

: 769167-58-0
(1S,2R)-1-{[(2S,4S)-4-(4-bromo-benzenesulfonyloxy)-1-((S)-2-cyclopentyloxycarbonylamino-oct-7-enoyl)pyrrolidine-2-carbonyl]-amino}-2-vinylcyclopropanecarboxylic acid methyl ester

: 879623-40-2
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

Guidance literature:: With Hoveyda's catalyst; In toluene; at 70 - 80 ℃; Inert atmosphere;
DOI:10.1002/cjoc.201180270

Reference yield:

: 769167-55-7
(S)-2-cyclopentyloxycarbonyl-amino-8-nonenoic acid

: 879623-40-2
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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 30 °C

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

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl acetamide; toluene;
DOI:10.1002/cjoc.201180270

Reference yield:

: 881683-80-3
ethyl (2S)-N-Boc-2-amino-5-oxo-non-8-enoate

: 879623-40-2
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

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaBH(OAc)3; acetic acid; toluene-4-sulfonic acid hydrazide

2.1: dichloromethane

3.1: potassium carbonate / acetonitrile

4.1: lithium hydroxide / tetrahydrofuran

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

5.2: 30 °C

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

With NaBH(OAc)3; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; toluene-4-sulfonic acid hydrazide; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; toluene; acetonitrile;
DOI:10.1002/cjoc.201180270