(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

Base Information

Chemical Name:(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid
CAS No.:438629-66-4
Molecular Formula:C₂₀H₃₃N₃O₅
Molecular Weight:395.499
Hs Code.:

Synonyms:(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

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Chemical Property of (3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

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Technology Process of (3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

There total 5 articles about (3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic 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: 55.0%

: 438630-90-1
(3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoic acid

: 74651-77-7
2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile

: 438629-66-4
(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

Guidance literature:: With triethylamine; In 1,4-dioxane; water;

Reference yield: 55.0%

: 438630-90-1
(3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoic acid

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 438629-66-4
(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

Guidance literature:: With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 18h;
DOI:10.1021/jm061010z

Reference yield:

: 348622-98-0
ethyl 5-{(1R)-1-[2-(tert-butoxy)-2-oxoethyl]-4-cyclohexylbutyl)-1,2,4-oxadiazole-3-carboxylate

: 438629-66-4
(3R)-3-(3-{[(tert-butoxycarbonyl)amino]methyl}-1,2,4-oxadiazol-5-yl)-6-cyclohexylhexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄

2: 94 percent / NH₃ / tetrahydrofuran / 18 h / 50 °C

3: 92 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

4: 55 percent / Et₃N / dioxane; H₂O / 18 h / 20 °C

With sodium tetrahydroborate; ammonia; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1021/jm061010z