1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

Base Information

Chemical Name:1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside
CAS No.:130259-57-3
Molecular Formula:C₂₄H₃₂N₂O₁₂
Molecular Weight:540.524
Hs Code.:

Synonyms:1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

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Chemical Property of 1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

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Technology Process of 1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

There total 5 articles about 1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside 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: 28.0%

: 130259-34-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranose

: 75-65-0
tert-butyl alcohol

: 130259-57-3
1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -35 ℃;
DOI:10.1016/0008-6215(90)84077-8

Reference yield: 3.0%

: 130259-38-0
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-bromo-5-(4-nitro-benzyloxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 75-65-0
tert-butyl alcohol

: 130259-57-3
1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

: 76548-23-7,10163-09-4
tetrahydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[2,1-d]-1,3-oxazol-2-one

Guidance literature:: With mercury(II) cyanide; In dichloromethane; Ambient temperature;
DOI:10.1016/0008-6215(90)84077-8

Reference yield:

: 7597-81-1,34948-61-3,55628-19-8,74554-00-0,103382-86-1,114297-26-6
(2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate

: 130259-57-3
1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 5.5 M HCl / acetone / Heating

2: 1. NaHCO₃ / 1. H₂O 2. CHCl₃, 1 h, room temperature

3: 33percent HBr / acetic acid / 3 h / Ambient temperature

4: 47 percent / Hg(CN)2 / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; hydrogen bromide; mercury(II) cyanide; sodium hydrogencarbonate; In dichloromethane; acetic acid; acetone;
DOI:10.1016/0008-6215(90)84077-8