C₁₉H₂₉NO₅

Base Information

• Chemical Name: C₁₉H₂₉NO₅
• CAS No.: 1374151-66-2
• Molecular Formula: C₁₉H₂₉NO₅
• Molecular Weight: 351.443
• Mol file: 1374151-66-2.mol

Synonyms:

Chemical Property of C₁₉H₂₉NO₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₉H₂₉NO₅

There total 12 articles about C₁₉H₂₉NO₅ 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:

S-2-acetamidoethyl 7-(tert-butoxycarbonylamino)heptanethioate (1147756-07-7) → C19H29NO5 (1374151-66-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C / Inert atmosphere

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

2.2: Inert atmosphere

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

4.1: 6-deoxyerythronolide B synthase thioesterase / dimethyl sulfoxide / 18 h / 20 °C / pH 7.4 / Inert atmosphere; aq. phosphate buffer; Enzymatic reaction

With pyridine; hydrogenchloride; dmap; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ol300707j

Reference yield:

(4R,6R)-6-(tert-butyldimethylsilyloxy)-7-phenylhept-1-en-4-ol (1374151-59-3) → C19H29NO5 (1374151-66-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 2,6-dimethylpyridine / dichloromethane / Inert atmosphere; Cooling with ice

2.1: sodium periodate; potassium permanganate / tert-butyl alcohol / 20 °C / pH 7 / Inert atmosphere; aq. phosphate buffer

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

3.2: 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; 2,6-dimethylpyridine; dmap; potassium permanganate; sodium periodate; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ol300707j

Reference yield:

S-2-acetamidoethyl 7-((3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate (1374151-62-8) → C19H29NO5 (1374151-66-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 6-deoxyerythronolide B synthase thioesterase / dimethyl sulfoxide / 18 h / 20 °C / pH 7.4 / Inert atmosphere; aq. phosphate buffer; Enzymatic reaction

With pyridine; 6-deoxyerythronolide B synthase thioesterase; hydrogen fluoride; In water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ol300707j

upstream raw materials:

S-2-acetamidoethyl 7-(tert-butoxycarbonylamino)heptanethioate

(4R,6R)-6-(tert-butyldimethylsilyloxy)-7-phenylhept-1-en-4-ol

7-(2-acetamidoethylthio)-7-oxoheptan-1-ammonium chloride

S-2-acetamidoethyl 7-((3S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate