2,5-ANHYDRO-D-MANNOSE OXIME

Base Information

• Chemical Name: 2,5-ANHYDRO-D-MANNOSE OXIME
• CAS No.: 127676-61-3
• Molecular Formula: C₆H₁₁NO₅
• Molecular Weight: 177.157
• Mol file: 127676-61-3.mol

Synonyms:2,5-Anhydro-D-mannofuranoseoxime

Chemical Property of 2,5-ANHYDRO-D-MANNOSE OXIME

Chemical Property:

• PSA: 102.51000
• LogP: -2.07210

Purity/Quality:

98%Min ^*data from raw suppliers

2,5-Anhydro-D-mannofuranose oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,5-Anhydro D-Mannose Oxime is used in the preparation of C-(D-glycopyranosyl)ethylamines and C-(D-glycofuranosyl)methylamines as potential glycosidase inhibitors.

Technology Process of 2,5-ANHYDRO-D-MANNOSE OXIME

There total 4 articles about 2,5-ANHYDRO-D-MANNOSE OXIME 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: 87.0%

2,5-anhydro-D-mannose → 2,5-anhydro-D-mannose oxime (127676-61-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 20 ℃; for 6h;

DOI:10.1016/S0008-6215(99)00040-3

Reference yield: 77.0%

2,5-anhydro-D-mannose (495-75-0) → 2,5-anhydro-D-mannose oxime (127676-61-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; for 1.5h;

DOI:10.1016/S0008-6215(98)00313-9

Reference yield:

(+)-D-glucosamine hydrochloride (1078691-95-8) → 2,5-anhydro-D-mannose oxime (127676-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite / H₂O / 4 h / 0 °C

1.2: 87 percent / Dowex 1x8-50, CO₃^(2-)

2.1: 87 percent / hydroxylamine hydrochloride; sodium acetate / methanol / 6 h / 20 °C

With hydroxylamine hydrochloride; sodium acetate; sodium nitrite; In methanol; water; 1.1: Diazotization / 1.2: neutralization / 2.1: Condensation;

DOI:10.1016/S0008-6215(99)00040-3

upstream raw materials:

2,5-anhydro-D-mannose

(+)-D-glucosamine hydrochloride

D-glucosamine hydrochloride

Downstream raw materials:

2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl cyanide

C₃₀H₂₇NO₇

1-C-(α-D-arabinofuranosyl)methylamine