(5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene

Base Information

• Chemical Name: (5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene
• CAS No.: 243980-55-4
• Molecular Formula: C₁₆H₁₇Cl₂NO₅
• Molecular Weight: 374.221

Synonyms:(5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene

Chemical Property of (5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene

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Technology Process of (5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene

There total 1 articles about (5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene 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: 66.0%

(3aR,4R,6aS)-4-methoxy-2,2-dimethyl-6-methylenetetrahydrofuro[3,4-d][1,3]dioxole (6991-65-7) + 2,6-dichlorobenzonitrile N-oxide (2904-62-3) → (5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene (243980-55-4)

Guidance literature:

In dichloromethane; for 4h; Heating;

DOI:10.1055/s-1999-2792

Reference yield: 64.0%

(5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene (243980-55-4) → (3R,4S,5S)-2-[(Z)-Amino(2,6-dichlorophenyl)methylene]-3-hydroxy-4,5-(isopropylidenedioxy)cyclopentanone + (3R,4S,5S)-2-[(Z)-Amino(2,6-dichlorophenyl)methylene]-4,5-isopropylidenedioxy-3-methoxycyclopentanone

Guidance literature:

With hydrogen; magnesium sulfate; acetic acid; nickel; In methanol; at 20 ℃; for 1.5h; under 760 Torr;

DOI:10.1055/s-1999-2792

Reference yield: 18.0%

(5R,7R,8R,9S)-3-(2,6-Dichlorophenyl)-8,9-isopropylidenedioxy-7-methoxy-1,6-dioxa-2-azaspiro[4.4]non-2-ene (243980-55-4) → (3R,4S,5S)-2-[(Z)-Amino(2,6-dichlorophenyl)methylene]-3-hydroxy-4,5-(isopropylidenedioxy)cyclopentanone + (3R,4S,5S)-2-[(Z)-Amino(2,6-dichlorophenyl)methylene]-4,5-isopropylidenedioxy-3-methoxycyclopentanone + (Z,4S,5S)-1-Amino-1-(2,6-dichlorophenyl)-6-hydroxy-4,5-(isopropylidenedioxy)hex-1-en-3-one

Guidance literature:

With hydrogen; boric acid; magnesium sulfate; nickel; In methanol; acetic acid; at 20 ℃; for 1.5h;

DOI:10.1039/b007654f

upstream raw materials:

(3aR,4R,6aS)-4-methoxy-2,2-dimethyl-6-methylenetetrahydrofuro[3,4-d][1,3]dioxole

2,6-dichlorobenzonitrile N-oxide

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