1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

Base Information

Chemical Name:1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside
CAS No.:329323-76-4
Molecular Formula:C₄₁H₅₄N₆O₂₃
Molecular Weight:998.906
Hs Code.:

1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

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Chemical Property of 1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

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Technology Process of 1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

There total 7 articles about 1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-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:

: 116450-06-7
methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate^10,13

: 329323-75-3
1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-β-D-glucopyranoside

: (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-[(2R,3S,4R,5R,6R)-3,4-diacetoxy-6-[2-(2-azido-ethoxy)-ethoxy]-5-(4-nitro-benzoylamino)-tetrahydro-pyran-2-ylmethoxy]-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 329323-76-4
1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -50 - 20 ℃; for 3h;
DOI:10.1016/S0968-0896(00)00224-8

Reference yield:

: 122-04-3
4-nitro-benzoyl chloride

: 329323-76-4
1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / toluene; pyridine

1.2: MeONa / methanol

2.1: pyridine / 3 h

3.1: 0.51 g / p-TsOH*H₂O / acetonitrile; H₂O / 2 h / pH 3

4.1: 143 mg / N-iodosuccinimide; CF₃SO₃H / acetonitrile / 3 h / -50 - 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; triethylamine; In pyridine; water; toluene; acetonitrile;
DOI:10.1016/S0968-0896(00)00224-8

Reference yield:

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 329323-76-4
1-azido-3-oxapentyl 2-(4-nitrobenzoyl)amido-3,4-di-O-acetyl-2-deoxy-6-O-(methyl 4,7,8,9-tetra-O-acetyl-N-acetyl-α-D-neuraminate-2-yl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 72 percent / CF₃SO₃H / 1,2-dichloro-ethane / 40 °C

2.1: aq. NaOH / Heating

3.1: Et₃N / toluene; pyridine

3.2: MeONa / methanol

4.1: pyridine / 3 h

5.1: 0.51 g / p-TsOH*H₂O / acetonitrile; H₂O / 2 h / pH 3

6.1: 143 mg / N-iodosuccinimide; CF₃SO₃H / acetonitrile / 3 h / -50 - 20 °C

With sodium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; triethylamine; In pyridine; water; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/S0968-0896(00)00224-8