(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

Base Information

Chemical Name:(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid
CAS No.:1416444-36-4
Molecular Formula:C₁₉H₂₈BrNO₇
Molecular Weight:462.338
Hs Code.:

Synonyms:(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

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Chemical Property of (S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

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Technology Process of (S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

There total 1 articles about (S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic 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: 39.0%

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 153179-99-8
C₁₄H₂₀Br₂O₃

: 1416444-36-4
(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

Guidance literature:: L-glutamic acid; With potassium hydroxide; In ethanol; at 45 ℃;

C₁₄H₂₀Br₂O₃; In ethanol; dichloromethane; at 25 ℃; for 48h;
DOI:10.1002/cjoc.201200638

Reference yield: 70.0%

: 1416444-36-4
(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

: 106-96-7
propargyl bromide

: 1416444-42-2
(S)-diprop-2-ynyl 2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioate

Guidance literature:: (S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid; With potassium carbonate; In dimethyl sulfoxide; for 2h; Inert atmosphere;

propargyl bromide; In dimethylsulfoxide-d6; at 40 ℃; for 12h; Inert atmosphere;
DOI:10.1002/cjoc.201200638

Reference yield:

: 1416444-36-4
(S)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-ylamino)pentanedioic acid

: 1416444-49-9
(S)-bis((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-2-((S)-4-bromo-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-5-oxo-2,5-dihydrofuran-3-lamino) pentanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / dimethyl sulfoxide / 2 h / Inert atmosphere

1.2: 12 h / 40 °C / Inert atmosphere

2.1: copper(ll) sulfate pentahydrate; copper / acetonitrile / 48 h / 20 °C

With copper(ll) sulfate pentahydrate; copper; potassium carbonate; In dimethyl sulfoxide; acetonitrile;
DOI:10.1002/cjoc.201200638