4-Amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide

Base Information

• Chemical Name: 4-Amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide
• CAS No.: 34291-03-7
• Molecular Formula: C₂₁H₄₁N₅O₁₂
• Molecular Weight: 555.583
• DSSTox Substance ID: DTXSID40860625
• Wikidata: Q105326543
• Mol file: 34291-03-7.mol

Synonyms:C21H41N5O12;D0KE3S;4-amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide;SCHEMBL19944113;DTXSID40860625;D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-xylofuranosyl-(1-5))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-;LS-16557;LS-147025;FT-0770477;98530-76-8

Chemical Property of 4-Amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 947.4°Cat760mmHg
• PKA: pKa (water): 5.3, 7.1, 8.6, 9.8(at 25℃)
• Flash Point: 526.8°C
• PSA: 315.20000
• Density: 1.58g/cm³
• LogP: -4.14360
• XLogP3: -7.3
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 10
• Exact Mass: 555.27517176
• Heavy Atom Count: 38
• Complexity: 772

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(C1NC(=O)C(CCN)O)O)OC2C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CN)O)O)N)N
• Recent EU Clinical Trials: Efficacy and Safety of Drotrecogin Alfa (Activated) in Adult Patients with Septic Shock

Technology Process of 4-Amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide

There total 6 articles about 4-Amino-n-{5-amino-4-[(2,6-diamino-2,6-dideoxyhexopyranosyl)oxy]-2-hydroxy-3-(pentofuranosyloxy)cyclohexyl}-2-hydroxybutanamide 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: 100.0%

γ-L-Glu-butirosin B (1064665-42-4) → Butirosin B (34291-02-6,34291-03-7,48235-24-1,48235-25-2,50507-50-1,51897-81-5,68422-65-1,70332-42-2)

Guidance literature:

With recombinant BtrG enzyme; at 20 ℃; for 24h; pH=7.9; aq. buffer; Enzymatic reaction;

DOI:10.1002/adsc.200800229

Reference yield:

→ Butirosin B (34291-02-6,34291-03-7,48235-24-1,48235-25-2,50507-50-1,51897-81-5,68422-65-1,70332-42-2)

Guidance literature:

esp. Ribostamycin 4, Hydrazinhydrat;

DOI:10.1246/bcsj.47.3136

Reference yield:

→ Butirosin B (34291-02-6,34291-03-7,48235-24-1,48235-25-2,50507-50-1,51897-81-5,68422-65-1,70332-42-2)

Guidance literature:

Xylofuranosylneamin III, HOOC-CH(OH)-(CH2)2-NH2 (L(-));

upstream raw materials:

γ-L-Glu-butirosin B

Refernces

• 1、 Llewellyn, Nicholas M.,Spencer, Jonathan B.. "Chemoenzymatic acylation of aminoglycoside antibiotics". supporting information; experimental part. p. 3786 - 3788. Retrieved 2009/02/07.