3-AMINO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE

Base Information

• Chemical Name: 3-AMINO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE
• CAS No.: 24384-84-7
• Molecular Formula: C₁₂H₂₁NO₅
• Molecular Weight: 259.302
• Mol file: 24384-84-7.mol

Synonyms:Glucofuranose,3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-, a-D- (6CI,8CI);Furo[2,3-d]-1,3-dioxole, a-D-glucofuranose deriv.;3-Amino-3-deoxy-1,2:5,6-di-O-isopropylidene-a-D-glucofuranose

Chemical Property of 3-AMINO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE

Chemical Property:

• Melting Point: 46-48°C
• Boiling Point: 323.5±42.0 °C(Predicted)
• PKA: 6.85±0.60(Predicted)
• PSA: 72.17000
• Density: 1.152±0.06 g/cm3(Predicted)
• LogP: 1.04190
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol

Purity/Quality:

99%, ^*data from raw suppliers

3-Amino-3-deoxy-1,2:5,6-di-O-isopropylidene-a-D-glucofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-AMINO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE

There total 23 articles about 3-AMINO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE 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: 97.0%

3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose (13964-23-3) → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (16848-19-4,24384-84-7,71165-01-0,71187-80-9,73881-34-2,91067-83-3)

Guidance literature:

With (Sn(SPh)3)(Et₃N); In benzene; at 15 ℃; for 0.0833333h; 1360;

DOI:10.1016/S0040-4039(01)81096-0

Reference yield: 97.0%

3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose (13964-23-3) → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranoside (16848-19-4,24384-84-7,71165-01-0,71187-80-9,73881-34-2,91067-83-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;

Reference yield: 91.0%

(3aR,5S,6R,6aR)-6-Azido-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranoside (16848-19-4,24384-84-7,71165-01-0,71187-80-9,73881-34-2,91067-83-3)

Guidance literature:

With ammonium chloride; indium; In ethanol; for 2h; Heating;

DOI:10.1016/S0040-4039(99)00614-0

upstream raw materials:

3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose

3β-<((trifluoromethyl)phenylmethyl)imino>-3-deoxy-1,2:5,6-di-O-isopropylidene-D-glucofuranose

D-Glucose

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

Downstream raw materials:

[(3aR,5S,6S,6aR)-5-((R)-1-Hydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester

[(3aR,5S,6S,6aR)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester

[(3aR,5S,6S,6aR)-5-((S)-1-Hydroxy-2-iodo-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-carbamic acid benzyl ester

Acetic acid (3R,4S,5S,6R)-2,5-diacetoxy-4-benzyloxycarbonylamino-6-methyl-tetrahydro-pyran-3-yl ester

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