((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester
CAS No.:214473-45-7
Molecular Formula:C₁₆H₂₁N₅O₆
Molecular Weight:379.373
Hs Code.:

Synonyms:((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

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Chemical Property of ((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

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Technology Process of ((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

There total 6 articles about ((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester 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: 75.0%

: 214473-44-6
Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-benzyloxycarbonylamino-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl ester

: 214473-45-7
((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 16h;
DOI:10.1016/S0008-6215(98)00011-1

Reference yield:

: 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyl azide

: 214473-45-7
((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / platinum oxide / ethanol / 5 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0 deg C, 1 h, then room temp., 16 h

3: ammonia / methanol / 6 h / 0 °C

4: pyridine / 0 deg C, 1 h, then room temp., 16 h

5: 75 percent / sodium azide / dimethylformamide / 16 h / 80 °C

With pyridine; sodium azide; ammonia; hydrogen; platinum(IV) oxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00011-1

Reference yield:

: 4515-24-6
2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine

: 214473-45-7
((2R,3R,4R,5S,6R)-3-Acetylamino-6-azidomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 0 deg C, 1 h, then room temp., 16 h

2: ammonia / methanol / 6 h / 0 °C

3: pyridine / 0 deg C, 1 h, then room temp., 16 h

4: 75 percent / sodium azide / dimethylformamide / 16 h / 80 °C

With pyridine; sodium azide; ammonia; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00011-1