(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

Base Information

Chemical Name:(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene
CAS No.:448211-01-6
Molecular Formula:C₂₄H₃₇N₃O₈
Molecular Weight:495.573
Hs Code.:

Synonyms:(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

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Chemical Property of (4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

Chemical Property:

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Technology Process of (4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

There total 10 articles about (4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene 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:

: 448210-97-7
3,5-Dinitro-benzoic acid (E)-(15R,16S)-15,17-dihydroxy-16-(10-pyren-1-yl-decanoylamino)-heptadec-13-enyl ester

: 64701-47-9
10-(1-pyrenyl)decanoic acid

: 448211-01-6
(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

Guidance literature:: With ceramidase from Pseudomonas aeruginosa PA₀₁; calcium chloride; Triton X-100; In water; at 30 ℃; for 0.333333h; pH=8.5; Further Variations:; pH-values; Reagents; Enzyme kinetics;
DOI:10.1016/S0009-3084(01)00206-7

Reference yield:

: 3,5-Dinitro-benzoic acid (E)-14-((2R,3S)-3-amino-1,5-dioxa-spiro[5.5]undec-2-yl)-tetradec-13-enyl ester

: 448211-01-6
(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

Guidance literature:: With Amberlyst 15; In methanol; at 20 ℃; for 24h;
DOI:10.1016/S0009-3084(01)00206-7

Reference yield:

: 3344-77-2
12-bromododecanol

: 448211-01-6
(4E,2S,3R)-2-amino-1,3,17-trihydroxy-17-(3,5-dinitrobenzoyl)-4-heptadecene

Guidance literature:: Multi-step reaction with 9 steps

1.1: p-toluenesulfonic acid / toluene / 1 h / 20 °C

2.1: 2.20 g / dimethylsulfoxide / 4 h / 20 Torr

3.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 49 percent / HMPT / tetrahydrofuran; hexane / -78 - -20 °C

4.1: 89 percent / Amberlyst 15 / methanol / 55 h / 20 °C

5.1: 39 percent / Red-Al / diethyl ether; toluene / 24.5 h / 20 °C

6.1: 70 percent / p-toluenesulfonic acid / toluene / Heating

7.1: 100 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

8.1: HCl / ethyl acetate / 24 h / 20 °C

9.1: 100 mg / Amberlyst 15 / methanol / 24 h / 20 °C

With pyridine; hydrogenchloride; n-butyllithium; Amberlyst 15; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1016/S0009-3084(01)00206-7