2-N-CARBOBENZYLOXY-2-DEOXY-D-GLUCOSAMINE

Base Information

• Chemical Name: 2-N-CARBOBENZYLOXY-2-DEOXY-D-GLUCOSAMINE
• CAS No.: 77059-32-6
• Molecular Formula: C14H19NO7
• Molecular Weight: 313.307
• Mol file: 77059-32-6.mol

Synonyms:N-Carbobenzoxy-D-glucosamine;N-Carbobenzyloxy-D-glucosamine;N-CBZ-D-GLUCOSAMINE;N-Benzyloxycarbonyl-D-glucosamine;

Chemical Property of 2-N-CARBOBENZYLOXY-2-DEOXY-D-GLUCOSAMINE

Chemical Property:

• Boiling Point: 606.0±55.0 °C(Predicted)
• PKA: 10.45±0.70(Predicted)
• PSA: 139.81000
• Density: 1.47±0.1 g/cm3(Predicted)
• LogP: -1.24030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-N-CARBOBENZYLOXY-2-DEOXY-D-GLUCOSAMINE

There total 9 articles about 2-N-CARBOBENZYLOXY-2-DEOXY-D-GLUCOSAMINE 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: 91.0%

(+)-D-glucosamine hydrochloride (1078691-95-8) + benzyl chloroformate (501-53-1,94274-21-2) → 2-carbobenzyloxyamino-2-deoxy-D-glucopyranose (3006-58-4,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9,7474-40-0)

Guidance literature:

With sodium hydrogencarbonate; In water; at 0 ℃; for 14h;

DOI:10.1080/00397910903434562

Reference yield: 90.0%

2-deoxy-2-amino glucose (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) + benzyl chloroformate (501-53-1,94274-21-2) → 2-carbobenzyloxyamino-2-deoxy-D-glucopyranose (3006-58-4,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9,7474-40-0)

Guidance literature:

With sodium carbonate; In water; at 0 - 20 ℃;

DOI:10.1021/ol301666n

Reference yield: 88.0%

D-mannosamine hydrochloride (4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6) + benzyl chloroformate (501-53-1,94274-21-2) → 2-<(benzyloxycarbonyl)amino>-2-deoxy-D-mannopyranose (3006-58-4,7474-40-0,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9)

Guidance literature:

With sodium hydrogencarbonate; In water; Ambient temperature;

DOI:10.1021/jo00053a051

upstream raw materials:

(+)-D-glucosamine hydrochloride

benzyl chloroformate

D-glucosamine hydrochloride

2-deoxy-2-amino glucose

Downstream raw materials:

methyl 2-benzyloxycarbonylamino-2-deoxy-α/β-D-glucopyranoside

((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α,β-D-glucose

2-(benzyloxycarbonylamino)-2-deoxy-3,4:5,6-di-O-isopropylidene-aldehydo-D-glucose dibenzyl acetal

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