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

Base Information

Chemical Name:(4S,5S)-4,5-Dihydroxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]
CAS No.:247061-33-2
Molecular Formula:C₃₄H₃₀I₂N₂O₄
Molecular Weight:784.432
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 5 articles about (4S,5S)-4,5-Dihydroxy-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: 70.0%

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

: 247061-33-2
(4S,5S)-4,5-Dihydroxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Guidance literature:: With boron trichloride; at -78 ℃;
DOI:10.1021/ja991714g

Reference yield:

: 615-43-0
2-iodophenylamine

: 247061-33-2
(4S,5S)-4,5-Dihydroxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Guidance literature:: Multi-step reaction with 3 steps

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

2: 87 percent / NaH / dimethylformamide

3: 70 percent / BCl₃ / -78 °C

With trimethylaluminum; boron trichloride; sodium hydride; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: N-benzylation / 3: debenzylation;
DOI:10.1021/ja991714g

Reference yield:

: 247061-46-7
(4S,5S)-4,5-Bis-benzyloxy-cyclohexane-1,2-dicarboxylic acid dimethyl ester

: 247061-33-2
(4S,5S)-4,5-Dihydroxy-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 / -78 °C

1.2: 72 percent / I₂ / tetrahydrofuran / -78 °C

2.1: 92 percent / Me₃Al / toluene / 20 °C

3.1: 87 percent / NaH / dimethylformamide

4.1: 70 percent / BCl₃ / -78 °C

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