N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

Base Information

Chemical Name:N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide
CAS No.:1589555-12-3
Molecular Formula:C₂₅H₂₉ClN₂O₆
Molecular Weight:488.968
Hs Code.:

Synonyms:N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

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Chemical Property of N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

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Technology Process of N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

There total 7 articles about N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide 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: 35.0%

: 1132653-79-2
N-(4-chlorobenzyl)-2-((2R,6S,E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-6-yl)acetamide

: 1589555-12-3
N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 6h;

Reference yield:

: (S)-2-(2-tert-butoxy-2-oxoethyl)pent-4-enoic acid

: 1589555-12-3
N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / Cooling with ice

1.2: 16 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / Cooling with ice

2.2: 16 h / 20 °C

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 7 h / 65 °C

3.2: 12 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 1 h / Cooling with ice

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / Cooling with ice

5.2: 16 h / 20 °C

6.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; tert-butyl alcohol / 6 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; osmium(VIII) oxide; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

Reference yield:

: 1192277-18-1
2-((2R,6S,E)-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododec-8-en-6-yl)acetic acid

: 1589555-12-3
N-(4-chlorobenzyl)-2-((2R,6S,8S,9S)-8,9-dihydroxy-5,12-dioxo-2-phenyl-1-oxa-4-azacyclododecan-6-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / Cooling with ice

1.2: 16 h / 20 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; tert-butyl alcohol / 6 h / 20 °C

With osmium(VIII) oxide; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;