N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

Base Information

Chemical Name:N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide
CAS No.:144609-16-5
Molecular Formula:C₁₄H₁₈N₄O₇S
Molecular Weight:386.386
Hs Code.:

Synonyms:N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

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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 N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

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Technology Process of N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

There total 4 articles about N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide 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: 100.0%

: 144609-03-0
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(acetyl-benzenesulfonyl-amino)-6-azido-tetrahydro-pyran-4-yl ester

: 144609-16-5
N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

Guidance literature:: With methanol; ammonia;
DOI:10.1021/jo00052a001

Reference yield:

: 144609-02-9
3,4,6-tris-O-triethylsilyl-D-glucal

: 144609-16-5
N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / I(coll)2ClO₄, 4 Angstroem mol. sieves / CH₂Cl₂ / -10 °C

2: NaN₃ / dimethylformamide

3: aq. AcOH / tetrahydrofuran

4: 86 percent / pyridine

5: 100 percent / NH₃, MeOH

With pyridine; methanol; sodium azide; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; ammonia; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00052a001

Reference yield:

: 144609-09-6
N-((2S,3S,4S,5R,6R)-3-Iodo-4,5-bis-triethylsilanyloxy-6-triethylsilanyloxymethyl-tetrahydro-pyran-2-yl)-benzenesulfonamide

: 144609-16-5
N-Acetyl-N-((2R,3R,4R,5S,6R)-2-azido-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: NaN₃ / dimethylformamide

2: aq. AcOH / tetrahydrofuran

3: 86 percent / pyridine

4: 100 percent / NH₃, MeOH

With pyridine; methanol; sodium azide; ammonia; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00052a001