(5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Base Information

• Chemical Name: (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone
• CAS No.: 52574-63-7
• Molecular Formula: C₂₈H₃₈N₄O₅
• Molecular Weight: 510.634
• Mol file: 52574-63-7.mol

Synonyms:(5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Chemical Property of (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

There total 34 articles about (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone 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: 52.0%

C28H40N4O5 → (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone (52574-63-7)

Guidance literature:

With copper(II) acetate monohydrate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.9b03305

Reference yield:

ethyl 6-oxo-7-octenoate (50628-92-7) → (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone (52574-63-7)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) HCl / 2.) Ethylenglykol

2: Red-Al

3: Pyridinium-chlorochromat

4: 84 percent / Lithium-diisopropylamid

5: H₂ / Pd

7: NaOH

8: DCCD

9: NaOH

10: DCCD

11: 85 percent / H₂ / Pd

12: Oxalsaeure / dioxane; H₂O

13: Na-acetate

With hydrogenchloride; sodium hydroxide; hydrogen; sodium acetate; oxalic acid; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; lithium diisopropyl amide; palladium; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)88171-X

Reference yield:

5-[2-(2-Chloro-ethyl)-[1,3]dioxolan-2-yl]-pentan-1-ol (41571-12-4) → (5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-(6-oxo-oct-7-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone (52574-63-7)

Guidance literature:

Multi-step reaction with 11 steps

1: Pyridinium-chlorochromat

2: 84 percent / Lithium-diisopropylamid

3: H₂ / Pd

5: NaOH

6: DCCD

7: NaOH

8: DCCD

9: 85 percent / H₂ / Pd

10: Oxalsaeure / dioxane; H₂O

11: Na-acetate

With sodium hydroxide; hydrogen; sodium acetate; oxalic acid; dicyclohexyl-carbodiimide; pyridinium chlorochromate; lithium diisopropyl amide; palladium; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)88171-X

upstream raw materials:

cyclo-(L-Ade-Aib-L-Phe-D-Pro)

ethyl 6-oxo-7-octenoate

5-[2-(2-Chloro-ethyl)-[1,3]dioxolan-2-yl]-pentan-1-ol

5-[2-(2-Chloro-ethyl)-[1,3]dioxolan-2-yl]-pentanoic acid ethyl ester

Downstream raw materials:

chlamydocin