5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Base Information

Chemical Name:5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine
CAS No.:882050-16-0
Molecular Formula:C₂₃H₃₅N₁₃O₉
Molecular Weight:637.613
Hs Code.:

Synonyms:5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Suppliers and Price of 5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

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 0 raw suppliers

Chemical Property of 5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

There total 8 articles about 5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine 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: 63.0%

: 882050-15-9
6-O-benzoyl-1-N-tet-butoxycarbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

: 485809-80-1
4-azido-2,3-di-O-acetyl-4,6-dideoxy-α-D-glucopyranosyl trichloroacetimidate

: 882050-16-0
5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Guidance literature:: 6-O-benzoyl-1-N-tet-butoxycarbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine; 4-azido-2,3-di-O-acetyl-4,6-dideoxy-α-D-glucopyranosyl trichloroacetimidate; With boron trifluoride diethyl etherate; In dichloromethane;

With sodium methylate; In methanol;

Reference yield:

: 882050-19-3
Benzoic acid (1S,2S,3R,4S,6R)-4-azido-3-((2R,3R,6S)-3-azido-6-azidomethyl-3,6-dihydro-2H-pyran-2-yloxy)-6-tert-butoxycarbonylamino-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-azido-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

: 882050-16-0
5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Guidance literature:: With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 2h;
DOI:10.1021/ol0529750

Reference yield:

: 860640-70-6
1,3,2',6'-tetraazido-3',4'-dideoxy-3'-enoneamine

: 882050-16-0
5-O-(4-azido-4,6-dideoxy-β-D-glucopyranosyl)-1-N-tert-butoxycatbonyl-3,2',6'-triazido-3',4'-dideoxy-3'-enoneamine

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 48 h / 20 °C

2: 84 percent / PMe₃ / toluene / -78 - -10 °C

3: 87 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 0 - 20 °C

4: 99 percent / DIPEA / CH₂Cl₂ / -50 - 0 °C

5: BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂

6: 0.66 g / NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

With dmap; lithium hydroxide; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 2: Staudinger reaction;
DOI:10.1021/ol0529750