1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione

Base Information

Chemical Name:1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione
CAS No.:142003-05-2
Molecular Formula:C₁₁H₁₅N₅O₅
Molecular Weight:297.271
Hs Code.:

Synonyms:

Suppliers and Price of 1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione

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 1 raw suppliers

Chemical Property of 1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione

There total 8 articles about 1-[(4xi)-3-azido-2,3-dideoxy-alpha-L-threo-hexofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione 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:

: 130481-52-6
Benzoic acid (R)-2-hydroxy-2-((3aR,5R,6R,6aR)-6-methanesulfonyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

: 142003-05-2
1-(3'-azido-2',3'-dideoxy-α-L-talofuranosyl)thymine

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / triphenyl phosphine (TPP), diethylazodicarboxylate (DEAD)

2: AcOH, conc. H₂SO₄ / CH₂Cl₂ / 16 h / 4 °C

3: 69 percent / hexamethyldisilazane, chlorotrimethylsilane, trifluoromethanesulfonic acid / acetonitrile / 8 h / Heating

4: 50 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 1.5 h / 90 °C

5: (dimethylamino)pyridine / acetonitrile

6: 94 percent / tributyltin hydride, AIBN / toluene / 120 °C

7: 1.) LiN₃, benzoic acid, 2.) 0.1 M NaOCH₃ / 1.) DMF, 120 deg C, 12 h, 2.) MeOH

With dmap; chloro-trimethyl-silane; lithium azide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; sulfuric acid; tri-n-butyl-tin hydride; sodium methylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; benzoic acid; diethylazodicarboxylate; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm00094a014

Reference yield:

: 142036-36-0
2,3'-anhydro-1-(5',6'-di-O-benzoyl-α-L-idofuranosyl)thymine

: 142003-05-2
1-(3'-azido-2',3'-dideoxy-α-L-talofuranosyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1: (dimethylamino)pyridine / acetonitrile

2: 94 percent / tributyltin hydride, AIBN / toluene / 120 °C

3: 1.) LiN₃, benzoic acid, 2.) 0.1 M NaOCH₃ / 1.) DMF, 120 deg C, 12 h, 2.) MeOH

With dmap; lithium azide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; benzoic acid; In toluene; acetonitrile;
DOI:10.1021/jm00094a014

Reference yield:

: 141980-88-3
C₂₄H₂₆O₁₀S

: 142003-05-2
1-(3'-azido-2',3'-dideoxy-α-L-talofuranosyl)thymine

Guidance literature:: Multi-step reaction with 6 steps

1: AcOH, conc. H₂SO₄ / CH₂Cl₂ / 16 h / 4 °C

2: 69 percent / hexamethyldisilazane, chlorotrimethylsilane, trifluoromethanesulfonic acid / acetonitrile / 8 h / Heating

3: 50 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 1.5 h / 90 °C

4: (dimethylamino)pyridine / acetonitrile

5: 94 percent / tributyltin hydride, AIBN / toluene / 120 °C

6: 1.) LiN₃, benzoic acid, 2.) 0.1 M NaOCH₃ / 1.) DMF, 120 deg C, 12 h, 2.) MeOH

With dmap; chloro-trimethyl-silane; lithium azide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; sulfuric acid; tri-n-butyl-tin hydride; sodium methylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; benzoic acid; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm00094a014