(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

Base Information

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 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate
CAS No.:350245-13-5
Molecular Formula:C₃₄H₅₂N₂O₇Si
Molecular Weight:628.882
Hs Code.:

(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

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 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate

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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 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate

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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 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate

There total 10 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 4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoate 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: 64.0%

: 350245-16-8
(5S,6R,2E)-6-methyl-5-((2S)-4-methyl-2-[(tert-butyldimethylsilyl)oxy]pentanoyloxy)octa-2,7-dienoic acid

: 1-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-azetidin-2-one; hydrochloride

: 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

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 20 ℃; for 2h;
DOI:10.1021/jo0302197

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

With dmap; 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; 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

: 350245-13-5
(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

Guidance literature:: Multi-step reaction with 5 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

With dmap; 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; water; acetonitrile; 2.2: Dess-Martin oxidation / 3.1: Wittig reaction;
DOI:10.1021/jo0302197