Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

Base Information

Chemical Name:Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside
CAS No.:62774-39-4
Molecular Formula:C₁₄H₁₇N₃O₄
Molecular Weight:291.307
Hs Code.:
DSSTox Substance ID:DTXSID20411199,DTXSID80978435
NSC Number:287056,287048

Synonyms:62774-39-4;6386-19-2;AC1NQJIO;DTXSID20411199;DTXSID80978435;Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside;NSC287048;NSC287056;NSC-287048;NSC-287056

Suppliers and Price of Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

Chemical Property:

Boiling Point:°Cat760mmHg
Flash Point:°C
Density:g/cm³
XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:291.12190603
Heavy Atom Count:21
Complexity:396

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1CC(C2C(O1)COC(O2)C3=CC=CC=C3)N=[N+]=[N-]

Technology Process of Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxyhexopyranoside

There total 11 articles about Methyl 3-azido-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:

: 2873-29-2
D-glucal triacetate

: 62774-39-4
methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 28 percent / N-bromosuccinimide / 3 h / 0 °C

2: methanol; sodium methoxide / 3 h / 20 °C

3: 4.5 g / H₂ / Raney nickel / methanol / 24 h

4: 65 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C / 20 Torr

5: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / -15 °C

6: 1.25 g / NaN₃ / dimethylformamide / 5 h / 20 °C

With pyridine; methanol; N-Bromosuccinimide; sodium azide; hydrogen; sodium methylate; toluene-4-sulfonic acid; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Addition / 2: transesterification / 3: Hydrogenolysis / 4: benzylidenation / 5: Esterification / 6: Substitution;
DOI:10.1080/07328309708006508

Reference yield:

: Trifluoro-methanesulfonic acid (4aR,6R,8R,8aR)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 62774-39-4
methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1080/07328309708006508

Reference yield:

: 2880-98-0
methyl-(2-bromo-2-deoxy-β-D-glucopyranoside)

: 62774-39-4
methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 4.5 g / H₂ / Raney nickel / methanol / 24 h

2: 65 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C / 20 Torr

3: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / -15 °C

4: 1.25 g / NaN₃ / dimethylformamide / 5 h / 20 °C

With pyridine; sodium azide; hydrogen; toluene-4-sulfonic acid; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: benzylidenation / 3: Esterification / 4: Substitution;
DOI:10.1080/07328309708006508