(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

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Chemical Name:(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate
CAS No.:350245-08-8
Molecular Formula:C₂₈H₃₈N₂O₇
Molecular Weight:514.619
Hs Code.:

Synonyms:(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

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Chemical Property of (1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

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Technology Process of (1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

There total 12 articles about (1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate 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: 88.0%

: 350245-13-5
(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate

: 350245-08-8
(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform; for 1h;
DOI:10.1021/ol010044s DOI:10.1021/jo0302197

Reference yield:

: 220249-55-8
(3S,4R)-1-(4-methoxybenzyloxy)-4-(trifluoromethyl)hex-5-en-3-ol

: 350245-08-8
(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.22 g / DMAP; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

2.1: DDQ / CH₂Cl₂; H₂O / 2 h / 0 - 20 °C

2.2: 76 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h

3.1: 94 percent / CH₂Cl₂ / 2 h / 0 - 20 °C

4.1: 83 percent / TFA / CH₂Cl₂ / 8 h / 0 - 20 °C

5.1: 64 percent / DIEA; HBTU / acetonitrile / 2 h / 0 - 20 °C

6.1: 88 percent / BF₃*Et₂O / CHCl₃ / 1 h

With dmap; boron trifluoride diethyl etherate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chloroform; water; acetonitrile; 2.2: Dess-Martin oxidation / 3.1: Wittig reaction;
DOI:10.1021/jo0302197

Reference yield:

: 350245-09-9
2-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanoyl chloride

: 350245-08-8
(1S,3E)-4-N-((1R)-1-((4-methoxybenzyl)-2-oxo-2-(2-oxoazetidinyl)ethyl)carbamoyl)-1-((1R)-1-methyl-2-propenyl)but-3-enyl (2S)-2-hydroxy-4-methylpentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.22 g / DMAP; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

2.1: DDQ / CH₂Cl₂; H₂O / 2 h / 0 - 20 °C

2.2: 76 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h

3.1: 94 percent / CH₂Cl₂ / 2 h / 0 - 20 °C

4.1: 83 percent / TFA / CH₂Cl₂ / 8 h / 0 - 20 °C

5.1: 64 percent / DIEA; HBTU / acetonitrile / 2 h / 0 - 20 °C

6.1: 88 percent / BF₃*Et₂O / CHCl₃ / 1 h

With dmap; boron trifluoride diethyl etherate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chloroform; water; acetonitrile; 2.2: Dess-Martin oxidation / 3.1: Wittig reaction;
DOI:10.1021/jo0302197