L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt)

Base Information

• Chemical Name: L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt)
• CAS No.: 83860-41-7
• Molecular Formula: CH₂O₃*C₁₈H₃₇N₅O₅
• Molecular Weight: 465.547
• DSSTox Substance ID: DTXSID201003964
• Wikidata: Q82998719
• Mol file: 83860-41-7.mol

Synonyms:Istamycin C;83860-41-7;L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt);DTXSID201003964;LS-84016;C18H37N5O5.CH2O3.1/2H2O;C18-H37-N5-O5.C-H2-O3.1/2H2-O;Carbonic acid--6-amino-3-[glycyl(methyl)amino]-2-hydroxy-4-methoxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)hexopyranoside (1/1)

Chemical Property of L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt)

Chemical Property:

• Vapor Pressure: 6.75E-16mmHg at 25°C
• Boiling Point: 580.6°C at 760 mmHg
• Flash Point: 304.9°C
• PSA: 215.85000
• LogP: 0.42030
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 465.27986322
• Heavy Atom Count: 32
• Complexity: 525

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNCC1CCC(C(O1)OC2C(CC(C(C2O)N(C)C(=O)CN)OC)N)N.C(=O)(O)O

Technology Process of L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt)

There total 2 articles about L-chiro-Inositol, 4-amino-1-((aminoacetyl)methylamino)-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(ethylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-, carbonate, hydrate (2:2:1) (salt) 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:

{(2R,3R,6S)-2-{(1R,2R,3S,4S,6R)-6-Benzyloxycarbonylamino-3-[(2-benzyloxycarbonylamino-acetyl)-methyl-amino]-2-hydroxy-4-methoxy-cyclohexyloxy}-6-[(benzyloxycarbonyl-ethyl-amino)-methyl]-tetrahydro-pyran-3-yl}-carbamic acid benzyl ester → istamycin C (83860-41-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; acetic acid; for 3h; Yield given;

DOI:10.1016/0008-6215(82)84029-9

Reference yield:

tri-N-benzyloxycarbonyl istamycin C0 → istamycin C (83860-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dioxane / 6 h / 55 °C

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

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

DOI:10.1016/0008-6215(82)84029-9

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