6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Base Information

Chemical Name:6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
CAS No.:1427278-62-3
Molecular Formula:C₄₃H₅₇ClO₉Si
Molecular Weight:781.459
Hs Code.:

6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Synonyms:6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

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Chemical Property of 6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

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Technology Process of 6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

There total 13 articles about 6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-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: 75.0%

: 1427278-65-6
5-((S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

: 1427278-62-3
6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Guidance literature:: With 18-crown-6 ether; dihydrogen peroxide; In ethanol; at 0 - 20 ℃; for 6h;
DOI:10.1016/j.tet.2013.02.033

Reference yield:

: 1427278-63-4
6-chloro-7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxine-5-carbaldehyde

: 1427278-65-6
5-((S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

: 1427278-62-3
6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: C₄₃H₅₇ClO₉Si

Guidance literature:: 5-((S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

6-chloro-7-methoxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxine-5-carbaldehyde; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2013.02.033

Reference yield:

: 1427278-68-9
(S)-3-(methoxymethoxy)-3-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

: 1427278-62-3
6-chloro-7-methoxy-5-((S,E)-4-(methoxymethoxy)-4-((4R,5R)-5-((R)-4-tert-butyldiphenylsilyloxypentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-1-enyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

2: dihydrogen peroxide; ammonium molybdate tetrahydrate / ethanol / 6 h / 0 - 20 °C

3: dihydrogen peroxide; 18-crown-6 ether / ethanol / 6 h / 0 - 20 °C

With 18-crown-6 ether; ammonium molybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; In tetrahydrofuran; ethanol; 1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.02.033