(E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester
• CAS No.: 726193-93-7
• Molecular Formula: C₂₁H₂₈N₂O₄
• Molecular Weight: 372.464
• Mol file: 726193-93-7.mol

Synonyms:(E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester

Chemical Property of (E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester

There total 1 articles about (E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester 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:

4-[benzyl-(4-oxo-pent-2-enoyl)-amino]-5-methylhex-2-enoic acid ethyl ester (497830-80-5) → (E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester (726193-93-7) + (E)-(S)-4-(Benzyl-{(E)-4-[(E)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester (726193-91-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; water; at 20 ℃; for 20h;

DOI:10.1021/ol049640n

Reference yield: 77.0%

(E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester (726193-93-7) → (3S,3aR,4R,7aR)-2-Benzyl-3-isopropyl-6-methyl-1-oxo-5-oxy-2,3,3a,4,7,7a-hexahydro-1H-pyrrolo[3,4-c]pyridine-4-carboxylic acid ethyl ester (726194-01-0)

Guidance literature:

In acetic acid; at 100 ℃; for 4h;

DOI:10.1021/ol049640n

Reference yield:

(E)-(S)-4-(Benzyl-{(E)-4-[(Z)-hydroxyimino]-pent-2-enoyl}-amino)-5-methyl-hex-2-enoic acid ethyl ester (726193-93-7) → (3aR,4aR,7S,7aR,8R)-6-Benzyl-7-isopropyl-3a-methyl-5-oxo-3a,4,4a,5,6,7,7a,8-octahydro-1-oxa-6,8a-diaza-s-indacene-2,3,8-tricarboxylic acid 8-ethyl ester 2,3-dimethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / acetic acid / 4 h / 100 °C

2: 69 mg / toluene / 2 h / 65 °C

In acetic acid; toluene; 1: Diels-Alder reaction;

DOI:10.1021/ol049640n

upstream raw materials:

4-[benzyl-(4-oxo-pent-2-enoyl)-amino]-5-methylhex-2-enoic acid ethyl ester

Downstream raw materials:

(3S,3aR,4R,7aR)-2-Benzyl-3-isopropyl-6-methyl-1-oxo-5-oxy-2,3,3a,4,7,7a-hexahydro-1H-pyrrolo[3,4-c]pyridine-4-carboxylic acid ethyl ester