Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester
CAS No.:79940-52-6
Molecular Formula:C₂₆H₃₂NO₁₁P
Molecular Weight:565.514
Hs Code.:

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

There total 4 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester 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: 33.0%

: 79940-50-4
dibenzyl tributylstannyl phosphate

: 51884-88-9,61567-93-9,74564-13-9
3,4,6-tri-O-acetyl-2-deoxy-2-(p-methoxybenzylideneamino)-α-D-glucopyranosyl bromide

: 79940-52-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

: 79940-51-5
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(bis-benzyloxy-phosphoryloxy)-5-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-tetrahydro-pyran-4-yl ester

Guidance literature:: With tetraethylammonium bromide; In 1,2-dichloro-ethane; at 40 ℃; for 3h;
DOI:10.1016/S0008-6215(00)85307-0

Reference yield:

: 79940-51-5
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-(bis-benzyloxy-phosphoryloxy)-5-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-tetrahydro-pyran-4-yl ester

: 79940-52-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With silica gel; In methanol; chloroform; for 48h; Yield given; Ambient temperature;
DOI:10.1016/S0008-6215(00)85307-0

Reference yield:

: 79940-50-4
dibenzyl tributylstannyl phosphate

: 79940-52-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 33 percent / tetraethylammonium bromide / 1,2-dichloro-ethane / 3 h / 40 °C

2: silicagel / CHCl₃; methanol / 48 h / Ambient temperature

With tetraethylammonium bromide; silica gel; In methanol; chloroform; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)85307-0