(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

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Chemical Name:(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime
CAS No.:608880-42-8
Molecular Formula:C₄₁H₄₉F₃N₂O₈
Molecular Weight:754.844
Hs Code.:

Synonyms:(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

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Chemical Property of (2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

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Technology Process of (2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

There total 11 articles about (2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime 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: 99.0%

: 608880-41-7
(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol

: 608880-42-8
(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

Guidance literature:: With pyridine; hydroxylamine hydrochloride; In ethanol; at 50 - 60 ℃; for 12h;
DOI:10.1021/jo034828q

Reference yield:

: 2774-84-7
undec-10-yn-1-ol

: 608880-42-8
(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 2.5 h / -78 °C

2.2: 67 percent / tetrahydrofuran; hexane / 2.5 h / -78 °C

3.1: lithium; EtNH₂ / tetrahydrofuran / 4 h / -78 °C

4.1: 3.97 g / Et₃N / dioxane; H₂O / 20 °C

5.1: 91 percent / (dimethylamino)pyridine; pyridine / 20 °C

6.1: 73 percent / TBAF / tetrahydrofuran / 20 °C

7.1: 74 percent / DIAD; Ph₃P / CH₂Cl₂ / 0 - 20 °C

8.1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 12 h / 50 - 60 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; di-isopropyl azodicarboxylate; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; lithium; ethylamine; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; 3.1: Birch reduction / 7.1: Mitsunobu reaction;
DOI:10.1021/jo034828q

Reference yield:

: 1823-63-8
2,2,2-trifluoro-1-(4-hydroxyphenyl)ethan-1-one

: 608880-42-8
(2S,3R)-1,3-di-O-benzoyl-2-(tert-butoxycarbonylamino)-14-O-(4'-(trifluoroacetyl)phenyl)-(4E)-tetradecene-1,3,14-triol oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / DIAD; Ph₃P / CH₂Cl₂ / 0 - 20 °C

2: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 12 h / 50 - 60 °C

With pyridine; di-isopropyl azodicarboxylate; hydroxylamine hydrochloride; triphenylphosphine; In ethanol; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/jo034828q