1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a

Base Information

• Chemical Name: 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a
• CAS No.: 42801-36-5
• Molecular Formula: C₄₄H₅₀N₄O₁₂
• Molecular Weight: 826.901
• Mol file: 42801-36-5.mol

Synonyms:1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a

Chemical Property of 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a

There total 1 articles about 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a 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: 87.0%

(1S,2R,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-cyclohexane-1,2-diol (35025-95-7) + benzyl chloroformate (501-53-1,94274-21-2) → 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1a (42801-36-5)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 25 ℃;

DOI:10.1039/P19810002137

Reference yield: 15.0%

1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1a (42801-36-5) + 2,4-Di-O-benzyl-3-desoxy-3-(N-methylacetamido)-β-L-arabinopyranosylchlorid (77881-71-1) → O-2,4-di-O-benzyl-3-deoxy-3-N-methylacetamido-β-L-arabinopyranosyl-(1->6)-1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1a (79248-85-4)

Guidance literature:

With silver(I) 4-methylbenzenesulfonate; In dichloromethane; at 25 ℃; for 21.25h;

DOI:10.1039/P19810002151

Reference yield:

1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1a (42801-36-5) → dibecacin (34493-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.7 g / silver toluene-p-sulphonate / benzene; CH₂Cl₂ / 1.) 40 deg C, 24 h, 2.) 25 deg C, 72 h

2: 1 percent / ammonia, sodium / tetrahydrofuran / 0.75 h / -80 °C

With ammonia; silver(I) 4-methylbenzenesulfonate; sodium; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1039/P19810002137

upstream raw materials:

(1S,2R,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)tetrahydropyran-2-yl]oxy-cyclohexane-1,2-diol

benzyl chloroformate

Downstream raw materials:

O-3-amino-3-deoxy-β-D-xylopyranosyl-(1->5)-gentamine C_1a

O-2,4-di-O-benzyl-3-deoxy-3-N-methylacetamido-β-L-arabinopyranosyl-(1->6)-1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C_1a

C₅₃H₆₆N₆O₁₅

C₅₃H₆₆N₆O₁₅