N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

Base Information

Chemical Name:N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine
CAS No.:188402-40-6
Molecular Formula:C₂₄H₂₆N₂O₇S
Molecular Weight:486.546
Hs Code.:

Synonyms:N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

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Chemical Property of N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

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Technology Process of N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

There total 5 articles about N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine 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: 73.0%

: 98-59-9
p-toluenesulfonyl chloride

: 188402-35-9
N-benzyl-2-C:1-N-carbonyl-2-deoxy-5,6-O-isopropylidene-3-keto-α-D-ribohexofuranosylamine

: 188402-40-6
N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

Guidance literature:: With sodium hydroxide; In toluene; for 0.166667h;
DOI:10.1080/07328309708006510

Reference yield:

: 100-39-0
benzyl bromide

: 188402-40-6
N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / K₂CO₃; tetrabutylammonium bromide / benzene / 1 h / Heating

2: 92 percent / hydrogen / Pd/C / methanol / 5 h

3: 72 percent / pyridinium chlorochromate; molecular sieves A₄ / CH₂Cl₂ / 2 h

4: 73 percent / NaOH / toluene / 0.17 h

With sodium hydroxide; 4 A molecular sieve; tetrabutylammomium bromide; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; toluene; benzene; 1: Alkylation / 2: Hydrogenolysis / 3: Oxidation / 4: Tosylation;
DOI:10.1080/07328309708006510

Reference yield:

: (1S,3S,4R,5R)-4-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-oxa-7-aza-bicyclo[3.2.0]heptan-6-one

: 188402-40-6
N-benzyl-2-C:1-N-carbonyl-2,3-dideoxy-5,6-O-isopropylidene-3-tosyloxyimino-α-D-ribohexofuranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / K₂CO₃; tetrabutylammonium bromide / benzene / 1 h / Heating

2: 92 percent / hydrogen / Pd/C / methanol / 5 h

3: 72 percent / pyridinium chlorochromate; molecular sieves A₄ / CH₂Cl₂ / 2 h

4: 73 percent / NaOH / toluene / 0.17 h

With sodium hydroxide; 4 A molecular sieve; tetrabutylammomium bromide; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; toluene; benzene; 1: Alkylation / 2: Hydrogenolysis / 3: Oxidation / 4: Tosylation;
DOI:10.1080/07328309708006510