(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Base Information

Chemical Name:(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]
CAS No.:247061-32-1
Molecular Formula:C₄₈H₄₂I₂N₂O₄
Molecular Weight:964.681
Hs Code.:

Synonyms:(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

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Chemical Property of (4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

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Technology Process of (4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

There total 5 articles about (4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide] 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: 87.0%

: 100-39-0
benzyl bromide

: 247061-31-0
(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[(2-iodo-phenyl)-amide]

: 247061-32-1
(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/ja991714g

Reference yield:

: 615-43-0
2-iodophenylamine

: 247061-32-1
(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / Me₃Al / toluene / 20 °C

2: 87 percent / NaH / dimethylformamide

With trimethylaluminum; sodium hydride; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: N-benzylation;
DOI:10.1021/ja991714g

Reference yield:

: 140397-00-8
C₁₈H₂₀I₂O₂

: 247061-32-1
(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

1.2: 46 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: 72 percent / I₂ / tetrahydrofuran / -78 °C

3.1: 92 percent / Me₃Al / toluene / 20 °C

4.1: 87 percent / NaH / dimethylformamide

With trimethylaluminum; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Oxidation / 3.1: Condensation / 4.1: N-benzylation;
DOI:10.1021/ja991714g