(3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde

Base Information

• Chemical Name: (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde
• CAS No.: 309248-76-8
• Molecular Formula: C₃₂H₄₂N₂O₇
• Molecular Weight: 566.695

Synonyms:(3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde

Chemical Property of (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde

Chemical Property:

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Technology Process of (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde

There total 4 articles about (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde 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: 72.0%

(2S,7R)-N-benzyloxycarbonyl-2-[2-N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-but-3-enyl-2,5-dihydropyrrole (309248-74-6) → (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde (309248-76-8)

Guidance literature:

With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide; for 6h;

DOI:10.1021/ja001688i

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde (309248-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 620 mg / dimethylformamide / 0.17 h / 20 °C

2: 72 percent / oxygen; PdCl₂; CuCl / dimethylformamide; H₂O / 6 h

With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide;

DOI:10.1021/ja001688i

Reference yield:

(4,4-Diethoxy-butyl)-{(R)-1-[(S)-1-(2,5-dihydro-1H-pyrrol-2-yl)methyl]-allyl}-amine → (3R,4S)-3-[N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-4-(N-benzyloxycarbonyl-2,5-dihydropyrrol-2-yl)butyraldehyde (309248-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 620 mg / dimethylformamide / 0.17 h / 20 °C

2: 72 percent / oxygen; PdCl₂; CuCl / dimethylformamide; H₂O / 6 h

With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide;

DOI:10.1021/ja001688i

upstream raw materials:

(2S,7R)-N-benzyloxycarbonyl-2-[2-N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-but-3-enyl-2,5-dihydropyrrole

benzyl chloroformate

2-[2-(4,4-diethoxybutyl)-N-nosylamino]but-3-enyl-N-nosyl-2,5-dihydropyrrole

Downstream raw materials:

(2S,7R)-N-benzyloxycarbonyl-2-[2-N-benzyloxycarbonyl-(4,4-diethoxybutyl)amino]-hept-4-enyl-2,5-dihydropyrrole

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