4-Amino-3-O-[6-amino-2-[(aminoacetyl)amino]-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl]-1,4-dideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol

Base Information

• Chemical Name: 4-Amino-3-O-[6-amino-2-[(aminoacetyl)amino]-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl]-1,4-dideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol
• CAS No.: 71241-90-2
• Molecular Formula: C₁₇H₃₅N₅O₆
• Molecular Weight: 405.495
• Mol file: 71241-90-2.mol

Synonyms:2'-N-GlycylfortimicinB; Fortimicin KO; Isofortimicin; Isofortimicin A

Chemical Property of 4-Amino-3-O-[6-amino-2-[(aminoacetyl)amino]-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl]-1,4-dideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol

Chemical Property:

• PSA: 187.34000
• LogP: -0.78420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Amino-3-O-[6-amino-2-[(aminoacetyl)amino]-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl]-1,4-dideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol

There total 2 articles about 4-Amino-3-O-[6-amino-2-[(aminoacetyl)amino]-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl]-1,4-dideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol 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: 61.8%

fortimicin A sulfate (66768-12-5,72275-67-3,73285-04-8,78781-03-0,78853-70-0,82731-19-9) → fortimicin B (54783-95-8,71658-12-3,71772-09-3,72843-38-0,73173-66-7,73285-05-9,76822-41-8,78821-54-2,79703-14-3,122517-24-2) + 2'-N-glycylfortimicin B (71241-90-2)

Guidance literature:

With sodium hydroxide; In water; for 4h; Heating;

DOI:10.1016/S0008-6215(00)85995-9

Reference yield:

Fortimicin A tetrahydrochloride (67010-18-8,71564-66-4,71695-73-3,76420-54-7,76822-45-2,78738-61-1,78821-72-4,79703-13-2) → fortimicin B (54783-95-8,71658-12-3,71772-09-3,72843-38-0,73173-66-7,73285-05-9,76822-41-8,78821-54-2,79703-14-3,122517-24-2) + 2'-N-glycylfortimicin B (71241-90-2)

Guidance literature:

With anion-exchange column ; Yield given. Multistep reaction. Yields of byproduct given; 1.) water; 2.) 14 d, r.t.;

DOI:10.1016/S0008-6215(00)84564-4

Reference yield:

2'-N-glycylfortimicin B (71241-90-2) → 2'-N-glycylfortimicin A tetrahydrochloride (71524-99-7,73366-21-9,73366-28-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.904 g / H₂O; methanol / ice-cooling, 3 h; then 20 h, r.t.

2: 0.928 g / tetrahydrofuran / 20 h

3: 0.153 g / 0.2M hydrochloric acid / 5percent palladium-on-carbon / methanol / 4 h / 2280 Torr

With hydrogenchloride; palladium on activated charcoal; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0008-6215(00)84564-4

upstream raw materials:

fortimicin A sulfate

Fortimicin A tetrahydrochloride

Downstream raw materials:

1,6'-di-N-benzyloxycarbonyl-2'-N-(N-benzyloxycarbonylglycyl)fortimicin B

2'-N-glycylfortimicin A tetrahydrochloride

1,6',2''-tri-N-benzyloxycarbonyl-2'-N-(N-benzyloxycarbonylglycyl)fortimicin A