1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

Base Information

Chemical Name:1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin
CAS No.:161909-27-9
Molecular Formula:C₄₉H₇₃N₅O₁₈
Molecular Weight:1020.14
Hs Code.:

Synonyms:1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

Suppliers and Price of 1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

There total 1 articles about 1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin 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: 80.0%

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

: 161909-27-9
1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; for 4h; Ambient temperature;
DOI:10.7164/antibiotics.47.821

Reference yield: 72.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 161909-27-9
1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

: 161906-83-8
4'',6''-O-benzylidene-1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; for 1h; under 20 Torr;
DOI:10.7164/antibiotics.47.821

Reference yield:

: 161909-27-9
1,3''-bis(N-benzyloxycarbonyl)-3,2',6'-tris(N-tert-butoxycarbonyl)dibekacin

: C₅₈H₈₉N₇O₂₀

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 40 °C / 20 Torr

2: 1.) pyridinium trifluoroacetate, DMSO, dicyclohexylcarbodiimide, 2.) oxalic acid dihydrate / 1.) C₆H₆, r.t., overnight, 2.) C₆H₆, dioxane, r.t., 30 min

3: NH₄OAc, NaBH₃CN / methanol / Ambient temperature

4: 23 percent / Et₃N / tetrahydrofuran; methanol / Ambient temperature

5: 1.) 8M NaOH / 1.) DMSO, r.t., 30 min, 2.) DMSO, 2 h

6: 92 percent / Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 0.83 h / 110 °C

7: 79 percent / 88percent HCOOH / 10percent Pd/C / methanol / 2.5 h / Ambient temperature

8: 81 mg / Et₃N / tetrahydrofuran / -15 deg C - 20 deg C

With sodium hydroxide; formic acid; 2,2'-azobis(isobutyronitrile); ammonium acetate; tri-n-butyl-tin hydride; pyridinium trifluroacetate; oxalic acid; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.7164/antibiotics.47.821