1-amino-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-amino-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.:329323-77-5
Molecular Formula:C₄₁H₅₆N₄O₂₃
Molecular Weight:972.909
Hs Code.:

1-amino-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-amino-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-amino-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 9 articles about 1-amino-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:

: 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

: 329323-77-5
1-amino-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:: 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; With triphenylphosphine; In tetrahydrofuran; for 48h;

With water; for 24h;
DOI:10.1016/S0968-0896(00)00224-8

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

: 329323-77-5
1-amino-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 2 steps

1.1: 143 mg / N-iodosuccinimide; CF₃SO₃H / acetonitrile / 3 h / -50 - 20 °C

2.1: PPh₃ / tetrahydrofuran / 48 h

2.2: H₂O / 24 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; triphenylphosphine; In tetrahydrofuran; acetonitrile; 2.1: Staudinger reduction;
DOI:10.1016/S0968-0896(00)00224-8

Reference yield:

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

: 329323-77-5
1-amino-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 5 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

5.1: PPh₃ / tetrahydrofuran / 48 h

5.2: H₂O / 24 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; water; toluene; acetonitrile; 5.1: Staudinger reduction;
DOI:10.1016/S0968-0896(00)00224-8