1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Base Information

Chemical Name:1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
CAS No.:880282-10-0
Molecular Formula:C₆₆H₇₄N₆O₁₂
Molecular Weight:1143.35
Hs Code.:

1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Synonyms:1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

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Chemical Property of 1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

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Technology Process of 1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

There total 9 articles about 1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol 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: 84.0%

: 4-(9-diethylamino-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)-butyric acid

: 880282-05-3
1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

: 880282-10-0
1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Guidance literature:: 4-(9-diethylamino-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)-butyric acid; With 1-methyl-1H-imidazole; 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; In dichloromethane;

1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol; In dichloromethane; at 20 ℃; for 11h;
DOI:10.1002/anie.200500751

Reference yield:

: 3344-70-5
1,12-dibromododecane

: 880282-10-0
1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 14 h / 25 °C

2.1: NaN₃ / dimethylsulfoxide / 3 h / 85 °C

3.1: PPh₃-loaded resin / tetrahydrofuran / 24 h

3.2: H₂O / methanol / 24 h

4.1: TFA; H₂O / acetonitrile / 3 h / 20 °C

5.1: 86 percent / Et₃N; DMAP / dimethylformamide / 14 h / 20 °C

6.1: 92 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

7.1: 78 percent / Huenig's base / methanol / 15 h / 0 - 25 °C

8.1: methylimidazole; TPSNT / CH₂Cl₂

8.2: 84 percent / CH₂Cl₂ / 11 h / 20 °C

With 1-methyl-1H-imidazole; dmap; lithium aluminium tetrahydride; sodium azide; PPh₃-loaded resin; water; sodium hydride; 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 3.1: Staudinger reaction;
DOI:10.1002/anie.200500751

Reference yield:

: 207981-76-8
(R)-4-(12-Bromo-dodecyloxymethyl)-2,2-dimethyl-[1,3]dioxolane

: 880282-10-0
1-O-(12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]dodecyl)-2-(4-(9-diethylamino)-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)butanoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaN₃ / dimethylsulfoxide / 3 h / 85 °C

2.1: PPh₃-loaded resin / tetrahydrofuran / 24 h

2.2: H₂O / methanol / 24 h

3.1: TFA; H₂O / acetonitrile / 3 h / 20 °C

4.1: 86 percent / Et₃N; DMAP / dimethylformamide / 14 h / 20 °C

5.1: 92 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

6.1: 78 percent / Huenig's base / methanol / 15 h / 0 - 25 °C

7.1: methylimidazole; TPSNT / CH₂Cl₂

7.2: 84 percent / CH₂Cl₂ / 11 h / 20 °C

With 1-methyl-1H-imidazole; dmap; lithium aluminium tetrahydride; sodium azide; PPh₃-loaded resin; water; 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2.1: Staudinger reaction;
DOI:10.1002/anie.200500751