3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester
• CAS No.: 574743-45-6
• Molecular Formula: C₄₄H₆₈N₄O₁₂
• Molecular Weight: 845.044

Synonyms:3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester

Chemical Property of 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester

There total 3 articles about 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester 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: 42.0%

C44H69N5O12 (574743-39-8) → 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester (574743-45-6)

Guidance literature:

With glycolaldehyde dimer; acetic acid; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0968-0896(03)00147-0

Reference yield:

(3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-Amino-10-((2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone (172822-30-9) → 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester (574743-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / HCl / ethanol / 144 h / pH 4 / Heating

2: 42 percent / glycolaldehyde dimer; acetic acid / CH₂Cl₂ / 12 h / 20 °C

With glycolaldehyde dimer; hydrogenchloride; acetic acid; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(03)00147-0

Reference yield:

(3R)-(aminooxy)-1-(carbobenzyloxy)piperidine (227614-36-0) → 3-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester (574743-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / HCl / ethanol / 144 h / pH 4 / Heating

2: 42 percent / glycolaldehyde dimer; acetic acid / CH₂Cl₂ / 12 h / 20 °C

With glycolaldehyde dimer; hydrogenchloride; acetic acid; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(03)00147-0

upstream raw materials:

C₄₄H₆₉N₅O₁₂

(3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-1-Amino-10-((2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone

(3R)-(aminooxy)-1-(carbobenzyloxy)piperidine

Downstream raw materials:

3-[10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester

10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-(4-phenyl-but-2-enyl)-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone 14-(O-piperidin-3-yl-oxime)

C₅₆H₈₈N₄O₁₄

C₅₈H₉₀N₄O₁₅

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