6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

Base Information

Chemical Name:6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid
CAS No.:104994-59-4
Molecular Formula:C₂₅H₃₄N₄O₆
Molecular Weight:486.568
Hs Code.:

Synonyms:6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

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Chemical Property of 6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

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Technology Process of 6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

There total 4 articles about 6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid 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:

: 104849-09-4
N-(benzyloxycarbonyl)-L-phenylalanyl-D-alanyl-L-2-amino-7-(tert-butyloxycarbonyl)heptanoyl-D-proline

: 104994-59-4
6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / H₂ / 10percent Pd/C / methanol / 3 h

2: 11 percent / Et₃N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) / CH₂Cl₂ / 64 h / -10 - 20 °C

3: TFA / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm00384a013

Reference yield:

: 104849-08-3
N-(benzyloxycarbonyl)-L-phenylalanyl-D-alanyl-L-2-amino-7-(tert-butyloxycarbonyl)heptanoyl-D-proline methyl ester

: 104994-59-4
6-((5S,8R,11S,13aR)-11-Benzyl-8-methyl-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-5-yl)-hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / 1.0 N aq. NaOH / methanol / Ambient temperature

2: 83 percent / H₂ / 10percent Pd/C / methanol / 3 h

3: 11 percent / Et₃N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) / CH₂Cl₂ / 64 h / -10 - 20 °C

4: TFA / CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydroxide; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm00384a013