5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

Base Information

Chemical Name:5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine
CAS No.:1356826-93-1
Molecular Formula:C₂₂H₄₃N₅O₁₂
Molecular Weight:569.61
Hs Code.:

Synonyms:5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

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Chemical Property of 5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

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Technology Process of 5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

There total 10 articles about 5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine 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: 82.0%

: 5-O-(5-azido-5,6-dideoxy-2,3-O-dibenzoyl-β-D-allofuranosyl)-3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]paromamine

: 1356826-93-1
5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

Guidance literature:: 5-O-(5-azido-5,6-dideoxy-2,3-O-dibenzoyl-β-D-allofuranosyl)-3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]paromamine; With ethanol; methylamine; for 8h;

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

With trimethylphosphane; In tetrahydrofuran;

Reference yield:

: 1356826-96-4
4-methylphenyl 6-deoxy-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

: 1356826-93-1
5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / dmap / 0 - 20 °C

2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide / N,N-dimethyl-formamide / 20 - 70 °C

3.1: water; acetic acid / 70 °C

4.1: pyridine / dmap / 0 - 20 °C

5.1: N-Bromosuccinimide / water; acetone / -30 °C

5.2: 0 °C

6.1: dichloromethane / 0.17 h / -20 °C / 4 ? Molecular sieve

6.2: 1 h / -15 °C

7.1: ethanol; methylamine / 8 h

7.2: 0.17 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; sodium azide; ethanol; water; acetic acid; methylamine; dmap; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1356826-99-7
4-methylphenyl 6-deoxy-5-O-tosyl-2,3-O-1-methylethylidene-1-thio-α-L-allofuranoside

: 1356826-93-1
5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]paromamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide / N,N-dimethyl-formamide / 20 - 70 °C

2.1: water; acetic acid / 70 °C

3.1: pyridine / dmap / 0 - 20 °C

4.1: N-Bromosuccinimide / water; acetone / -30 °C

4.2: 0 °C

5.1: dichloromethane / 0.17 h / -20 °C / 4 ? Molecular sieve

5.2: 1 h / -15 °C

6.1: ethanol; methylamine / 8 h

6.2: 0.17 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; sodium azide; ethanol; water; acetic acid; methylamine; dmap; In dichloromethane; water; N,N-dimethyl-formamide; acetone;