(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

Base Information

Chemical Name:(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene
CAS No.:162020-00-0
Molecular Formula:C₆₅H₈₁N₃O₁₃SSi
Molecular Weight:1172.52
Hs Code.:

(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

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Technology Process of (2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

There total 6 articles about (2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene 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: 35.0%

: 162019-91-2
(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-1,2-(2,4-dinitrophenyl)imino-4-octadecene

: 162019-99-0
1-acetylthio-2,3,4,6-tetra-O-benzoyl-1-deoxy-5a-carba-β-D-glucopyranose

: 162020-00-0
(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

Guidance literature:: With 1,4-dithio-erythritol; Cysteamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; 30 min at 0 deg C, 12 h at room temp.;

Reference yield:

: 103348-49-8
2-azido-sphingosine

: 162020-00-0
(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / pyridine / 1 h at -15 deg C, 8 h at room temp.

2: imidazole / dimethylformamide / 20 h / 60 °C

3: 1M sodium methoxide / methanol; CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) triphenylphosphane; 2.) triethylamine / 1.) toluene, 20 min at 40 deg C then 1 h at 80 deg C; 2.) methanol, 30 min at 0 deg C then 12 h at room temp.

5: 35 percent / 1,4-dithioerythritol, 2-aminoethanethiol / hexamethylphosphoric acid triamide / 30 min at 0 deg C, 12 h at room temp.

With pyridine; 1H-imidazole; 1,4-dithio-erythritol; sodium methylate; triethylamine; triphenylphosphine; Cysteamine; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 114299-64-8
(2S,3S,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-4-octadecen-1,3-diol

: 162020-00-0
(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(2,4-dinitrophenylamino)-1-(2,3,4,6-tetra-O-benzoyl-5a-carba-β-D-glucopyranosylthio)-4-octadecene

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) triphenylphosphane; 2.) triethylamine / 1.) toluene, 20 min at 40 deg C then 1 h at 80 deg C; 2.) methanol, 30 min at 0 deg C then 12 h at room temp.

2: 35 percent / 1,4-dithioerythritol, 2-aminoethanethiol / hexamethylphosphoric acid triamide / 30 min at 0 deg C, 12 h at room temp.

With 1,4-dithio-erythritol; triethylamine; triphenylphosphine; Cysteamine; In N,N,N,N,N,N-hexamethylphosphoric triamide;