2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

Base Information

Chemical Name:2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione
CAS No.:496920-62-8
Molecular Formula:C₂₉H₃₁NO₆
Molecular Weight:489.568
Hs Code.:

Synonyms:2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

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Chemical Property of 2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

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Technology Process of 2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

There total 5 articles about 2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-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: 86.0%

: 941-69-5
N-phenyl-maleimide

: 496920-50-4
4-benzyloxymethyl-2,2-dimethyl-5-(4-vinyl-2,3-dihydrofuran-2-yl)[1,3]dioxolane

: 496920-62-8
2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

Guidance literature:: In toluene; at 23 ℃; for 12h;
DOI:10.1016/S0040-4039(02)01815-4 DOI:10.1021/jo0205208

Reference yield:

: 78469-77-9,81076-11-1,128820-40-6,78513-03-8
(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane

: 496920-62-8
2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / DMSO; Et₃N; ClCOCOCl

2.1: Zn / dimethylformamide; diethyl ether

2.2: 86 percent / dimethylformamide; diethyl ether

3.1: 86 percent / toluene / 12 h / 23 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; zinc; In diethyl ether; N,N-dimethyl-formamide; toluene; 1.1: Swern oxidation / 4.1: Diels-Alder reaction;
DOI:10.1016/S0040-4039(02)01815-4

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 496920-62-8
2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-7-phenyl-2,3,5,5a,8a,8b-hexahydro-1-oxa-7-aza-as-indacene-6,8-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: Zn / dimethylformamide; diethyl ether

1.2: 86 percent / dimethylformamide; diethyl ether

2.1: 86 percent / toluene / 12 h / 23 °C

With zinc; In diethyl ether; N,N-dimethyl-formamide; toluene; 3.1: Diels-Alder reaction;
DOI:10.1016/S0040-4039(02)01815-4