methyl 3-amino-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

Base Information

• Chemical Name: methyl 3-amino-4,6-O-benzylidene-2,3-dideoxyhexopyranoside
• CAS No.: 16848-75-2
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• Mol file: 16848-75-2.mol

Synonyms:D-ribo-Hexopyranoside,methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy- (7CI); D-ribo-Hexopyranoside,methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-, a- (8CI); Pyrano[3,2-d]-1,3-dioxin, a-D-ribo-hexopyranoside deriv.;NSC 296951

Chemical Property of methyl 3-amino-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 1.76E-06mmHg at 25°C
• Boiling Point: 396°C at 760 mmHg
• Flash Point: 205.4°C
• Density: 1.23g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3-amino-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

There total 7 articles about methyl 3-amino-4,6-O-benzylidene-2,3-dideoxyhexopyranoside 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: 66.0%

4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hexopyranosid-3-ulose oxime (63598-32-3) → methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside (16848-75-2,19318-57-1,22887-01-0,22887-02-1,58928-55-5,62348-69-0,81090-85-9,81090-86-0,116663-00-4) + methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-ribo-hexopyranoside (174175-08-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 20h; Heating;

Reference yield:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside (110043-59-9) → methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside (16848-75-2,19318-57-1,22887-01-0,22887-02-1,58928-55-5,62348-69-0,81090-85-9,81090-86-0,116663-00-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1016/0008-6215(86)85062-5

Reference yield:

Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside (102916-74-5) → methyl 3-amino-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside (16848-75-2,19318-57-1,22887-01-0,22887-02-1,58928-55-5,62348-69-0,81090-85-9,81090-86-0,116663-00-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1055/s-2000-6328

upstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside

4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hexopyranosid-3-ulose oxime

Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

Downstream raw materials:

Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-α-D-hexopyranoside

methyl 4,6-O-benzylidene-3-(benzyloxycarbonyl)amino-2,3-dideoxy-α-D-arabino-hexopyranoside

methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside

methyl 4,6-O-benzylidene-3-N-benzyloxycarbonyl-2,3-dideoxy-3-methylamino-α-D-arabino-hexopyranoside

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