(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

Base Information

Chemical Name:(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate
CAS No.:1196665-01-6
Molecular Formula:C₃₁H₄₆BrN₂O₈P
Molecular Weight:685.593
Hs Code.:

Synonyms:(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

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Chemical Property of (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

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Technology Process of (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

There total 11 articles about (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate 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: 60.0%

: 1196664-91-1
tert-butyl (4S,5R,1''E)-4-((((4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methoxy)(hydroxy)phosphoryloxy)methyl)-2,2-dimethyl-5-(pentadec-1''-enyl)oxazolidine-3-carboxylate

: 1196665-01-6
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

Guidance literature:: With hydrogenchloride; In methanol; dichloromethane; at 50 - 60 ℃; for 2.5h;
DOI:10.1021/jo902076w

Reference yield:

: 123-78-4
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

: 1196665-01-6
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / water / 20 °C

2.1: 1H-imidazole / dichloromethane / 3 h / 20 °C

2.2: 0.5 h / Reflux

2.3: 6 h / 20 °C

3.1: 1H-tetrazole / acetonitrile / 3 h / 20 °C

4.1: di-tert-butyl peroxide / toluene / 1 h / 20 °C

5.1: lithium iodide / pyridine / Reflux

6.1: hydrogenchloride / dichloromethane; methanol / 2.5 h / 50 - 60 °C

With 1H-imidazole; 1H-tetrazole; hydrogenchloride; di-tert-butyl peroxide; sodium hydroxide; lithium iodide; In pyridine; methanol; dichloromethane; water; toluene; acetonitrile;

Reference yield:

: 5367-32-8
5-methoxy-2-nitrotoluene

: 1196665-01-6
(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-enyl-(4'-bromo-5'-hydroxy-2'-nitrophenyl)(phenyl)methyl hydrogen phosphate

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide / acetonitrile / 140 °C / Pressure tube, sealed

2.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / 16 h / 140 °C

2.2: 8 h / 0 °C

3.1: tetrahydrofuran / -78 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: 1H-tetrazole / acetonitrile / 3 h / 20 °C

6.1: di-tert-butyl peroxide / toluene / 1 h / 20 °C

7.1: lithium iodide / pyridine / Reflux

8.1: hydrogenchloride / dichloromethane; methanol / 2.5 h / 50 - 60 °C

With 1H-tetrazole; hydrogenchloride; N-Bromosuccinimide; di-tert-butyl peroxide; N,N-dimethyl-formamide dimethyl acetal; N-ethyl-N,N-diisopropylamine; lithium iodide; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;