3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

Base Information

Chemical Name:3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine
CAS No.:115192-86-4
Molecular Formula:C₅₃H₅₄N₄O₁₇
Molecular Weight:1019.03
Hs Code.:

Synonyms:3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

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Chemical Property of 3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

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Technology Process of 3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

There total 4 articles about 3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine 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: 78.0%

: 115192-85-3
1,3,2',6'-tetra-N-(benzyloxycarbonyl)-3',4'-di-O-(o-methoxybenzoyl)neamine

: 115192-86-4
3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

Guidance literature:: With N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; In N,N-dimethyl-formamide; paraffin; 1.) 20 min; 2.) 2 h;
DOI:10.1016/0008-6215(88)85087-0

Reference yield:

: 55728-75-1
1,3,2',6'-tetrakis(N-benzyloxycarbonyl)-5,6-O-cyclohexylideneneamine

: 115192-86-4
3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 98 percent / acetic acid; tetrahydrofuran; H₂O / 3 h / 60 °C

3: 78 percent / 60 percent NaH, benzyltriethylammonium chloride / dimethylformamide; paraffin / 1.) 20 min; 2.) 2 h

With pyridine; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/0008-6215(88)85087-0

Reference yield:

: 22854-75-7
N,N',N'',N'''-tetra(benzyloxycarbonyl)neamine

: 115192-86-4
3,2',6'-tri-N-(benzyloxycarbonyl)-1-N:6-O-carbonyl-3',4'-di-O-(o-methoxybenzoyl)neamine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) anhydrous toluene-p-sulfonic acid, molecular sieves 5 A; 2.) pyridinium toluene-p-sulfonate / 1.) DMF, CH₂Cl₂, 6 h, reflux; 2.) ethanol, 25 deg C, 16 h

2: 84 percent / pyridine / CH₂Cl₂ / Ambient temperature

3: 98 percent / acetic acid; tetrahydrofuran; H₂O / 3 h / 60 °C

4: 78 percent / 60 percent NaH, benzyltriethylammonium chloride / dimethylformamide; paraffin / 1.) 20 min; 2.) 2 h

With pyridine; 5A molecular sieve; N-benzyl-N,N,N-triethylammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; paraffin;
DOI:10.1016/0008-6215(88)85087-0