2''-N-Formimidoylistamycin A disulfate trihydrate

Base Information

• Chemical Name: 2''-N-Formimidoylistamycin A disulfate trihydrate
• CAS No.: 81202-84-8
• Molecular Formula: C₁₈H₃₆N₆O₅*2H₂O₄S
• Molecular Weight: 612.68
• DSSTox Substance ID: DTXSID60998555
• Mol file: 81202-84-8.mol

Synonyms:2''-N-Formimidoylistamycin A disulfate trihydrate;2''-N-Formimidoylistamycin B disulfate tetrahydrate;77312-56-2;81202-84-8;D-allo-Inositol, 2-amino-1-O-(2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-D-erythro-hexopyranosyl)-2,3,5-trideoxy-5-((((iminomethyl)amino)acetyl)methylamino)-4-O-methyl-, sulfate, hydrate (1:2:4);L-chiro-Inositol, 4-amino-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-1-((((iminomethyl)amino)acetyl)methylamino)-6-O-methyl-, sulfate (1:2);DTXSID60998555;C18H36N6O5.2H2O4S;C18H36N6O5.2H2O4S.4H2O;LS-84028;LS-84031;C18-H36-N6-O5.2H2-O4-S.3H2-O;C18-H36-N6-O5.2H2-O4-S.4H2-O;L-chiro-Inositol, 4-amino-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-1-((((iminomethyl)amino)acetyl)methylamino)-6-O-methyl-, sulfate, hydrate (1:2:3);Sulfuric acid--6-amino-2-hydroxy-3-{[N-(iminomethyl)glycyl](methyl)amino}-4-methoxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(methylamino)hexopyranoside (2/1)

Chemical Property of 2''-N-Formimidoylistamycin A disulfate trihydrate

Chemical Property:

• Vapor Pressure: 1.91E-17mmHg at 25°C
• Boiling Point: 610.3°Cat760mmHg
• Flash Point: 322.9°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 8
• Exact Mass: 612.20947770
• Heavy Atom Count: 39
• Complexity: 634

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNCC1CCC(C(O1)OC2C(CC(C(C2O)N(C)C(=O)CN=CN)OC)N)N.OS(=O)(=O)O.OS(=O)(=O)O

Technology Process of 2''-N-Formimidoylistamycin A disulfate trihydrate

There total 9 articles about 2''-N-Formimidoylistamycin A disulfate trihydrate 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: 97.0%

1,2',6'-tri-N-tert-butoxycarbonyl-2''-N-formimidoylistamycin B hydrochloride (81202-85-9) → 2''-N-formimidoylistamycin B (77312-56-2,81202-84-8)

Guidance literature:

With trifluoroacetic acid; at 0 - 5 ℃; for 2h;

DOI:10.1016/0008-6215(82)84028-7

Reference yield: 82.0%

1,2',6'-tri-N-benzyloxycarbonyl-2''-N-formimidoylistamycin A hydrochloride (81155-03-5) → 2''-N-formimidoylistamycin A (77312-56-2,81202-84-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; acetic acid; for 4h;

DOI:10.1016/0008-6215(82)84028-7

Reference yield:

1,2',6'-tri-N-tert-butoxycarbonylistamycin B0 (77312-49-3) → 2''-N-formimidoylistamycin B (77312-56-2,81202-84-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / Et₃N / dioxane / 2 h / 60 °C

2: 237 mg / H₂ / 5percent Pd-C / methanol; acetic acid; H₂O / 3 h

3: 38 percent / methanol / 4 h / Ambient temperature

4: 97 percent / 90percent aq. CF₃COOH / 2 h / 0 - 5 °C

With hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; water; acetic acid;

DOI:10.1016/0008-6215(82)84028-7

upstream raw materials:

1,2',6'-tri-N-tert-butoxycarbonyl-2''-N-formimidoylistamycin B hydrochloride

1,2',6'-tri-N-tert-butoxycarbonylistamycin B₀

1,2',6'-tri-N-tert-butoxycarbonyl-2''-N-benzoyloxycarbonylistamycin B

istamycin B₀