N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

Base Information

Chemical Name:N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine
CAS No.:870651-04-0
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

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Chemical Property of N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

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Technology Process of N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

There total 1 articles about N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine 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: 73.0%

: 5162-44-7
1-bromo-4-butene

: 656827-13-3
(R)-benzyl-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate

: 870651-04-0
N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

Guidance literature:: 1-bromo-4-butene; With magnesium; In diethyl ether;

(R)-benzyl-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate; In tetrahydrofuran; diethyl ether; for 3h; cooling;
DOI:10.1021/jo051725u

Reference yield: 90.0%

: 870651-04-0
N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

: 870651-05-1
(R)-4-((S)-1-Hydroxy-pent-4-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With cerium(III) chloride; zinc(II) tetrahydroborate; In methanol; diethyl ether; at 0 ℃; for 2h;
DOI:10.1021/jo051725u

Reference yield:

: 870651-04-0
N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

: 870651-09-5
(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / CeCl₃*7H₂O; Zn(BH₄)2 / methanol; diethyl ether / 2 h / 0 °C

2.1: 93 percent / Dowex-50W ion-exchange resin / methanol; H₂O / 24 h / 50 °C

3.1: 94 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 40 - 50 °C

4.1: NMO; OsO₄ / acetone; H₂O; toluene / 2 h

4.2: 87 percent / NaIO₄ / CH₂Cl₂ / 1.5 h / 20 °C

5.1: triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -78 °C

5.2: 70 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 2 h / 0 °C / pH 3

6.1: 66 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 0.5 h / 20 °C

With 1H-imidazole; triethylsilane; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; zinc(II) tetrahydroborate; Dowex-50W ion-exchange resin; boron trifluoride diethyl etherate; ruthenium trichloride; In methanol; tetrachloromethane; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/jo051725u