(3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Base Information

• Chemical Name: (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one
• CAS No.: 177283-80-6
• Molecular Formula: C₂₈H₃₈N₂O₃
• Molecular Weight: 450.621

Synonyms:(3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Chemical Property of (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Chemical Property:

Purity/Quality:

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Technology Process of (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

There total 1 articles about (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one 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:

1-{(4S,5S)-5-[1-[(E)-Hydroxyimino]-2-(4-isopropyl-phenyl)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-isopropyl-phenyl)-ethanone oxime → (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one (177283-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / diisobutylaluminum hydride / toluene / a) RT, overnight, b) 50 deg C, 2 h

2: 1.) 1,1,2,2-tetrachloroethane, 25 deg C, 10 min, 2.) 1,1,2,2-tetrachloroethane, reflux

With diisobutylaluminium hydride; In toluene;

DOI:10.1021/jm960083n

Reference yield: 92.0%

benzyl bromide (100-39-0) + (3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one (177283-80-6) → (3aS,4R,8R,8aS)-5,7-Dibenzyl-4,8-bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one (177284-11-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jm960083n

Reference yield:

(3aS,4R,8R,8aS)-4,8-Bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one (177283-80-6) + 5-bromomethyl-2-fluorobenzonitrile (180302-35-6) → C44H46F2N4O3 (249613-08-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0960-894X(99)00367-4

Downstream raw materials:

(3aS,4R,8R,8aS)-5,7-Dibenzyl-4,8-bis-(4-isopropyl-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

C₄₄H₄₆F₂N₄O₃

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