2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

Base Information

Chemical Name:2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione
CAS No.:1374151-64-0
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

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Chemical Property of 2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

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Technology Process of 2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

There total 13 articles about 2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione 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:

: 17994-94-4
methyl 7-aminoheptanoate hydrochloride

: 1374151-64-0
2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

: 1374151-65-1
C₁₉H₂₉NO₅

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Inert atmosphere

4.1: pyridine; hydrogen fluoride / water; acetonitrile / 5 h / 20 °C / Inert atmosphere

5.1: 6-deoxyerythronolide B synthase thioesterase / dimethyl sulfoxide / 18 h / 20 °C / pH 7.4 / Inert atmosphere; aq. phosphate buffer; Enzymatic reaction

With pyridine; dmap; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol300707j

Reference yield:

: 1374151-70-8
methyl 7-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanoate

: 1374151-64-0
2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

: 1374151-65-1
C₁₉H₂₉NO₅

Guidance literature:: Multi-step reaction with 4 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Inert atmosphere

3: pyridine; hydrogen fluoride / water; acetonitrile / 5 h / 20 °C / Inert atmosphere

4: 6-deoxyerythronolide B synthase thioesterase / dimethyl sulfoxide / 18 h / 20 °C / pH 7.4 / Inert atmosphere; aq. phosphate buffer; Enzymatic reaction

With pyridine; dmap; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol300707j

Reference yield:

: 1374151-53-7
tert-butyldimethyl((R)-1-((R)-oxiran-2-yl)-3-phenylpropan-2-yloxy)silane

: 1374151-64-0
2-benzyl-4-hydroxy-1-oxa-7-azacyclotetradecane-6,14-dione

: 1374151-65-1
C₁₉H₂₉NO₅

Guidance literature:: Multi-step reaction with 8 steps

1.1: copper(l) iodide / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3.1: sodium periodate; potassium permanganate / tert-butyl alcohol / pH 7 / Inert atmosphere; aq. buffer

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

6.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Inert atmosphere

7.1: pyridine; hydrogen fluoride / water; acetonitrile / 5 h / 20 °C / Inert atmosphere

8.1: 6-deoxyerythronolide B synthase thioesterase / dimethyl sulfoxide / 18 h / 20 °C / pH 7.4 / Inert atmosphere; aq. phosphate buffer; Enzymatic reaction

With pyridine; 1H-imidazole; dmap; potassium permanganate; sodium periodate; copper(l) iodide; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ol300707j