5'OHCH2alloAZT

Base Information

Chemical Name:5'OHCH2alloAZT
CAS No.:136011-36-4
Molecular Formula:C11H15N5O5
Molecular Weight:297.271
Hs Code.:
Nikkaji Number:J443.529J

Synonyms:5'OHCH2alloAZT;1-(3'-Azido-2',3'-dideoxy-beta-D-allofuranosyl)thymine;1-(3-Azido-2,3-dideoxy-beta-D-allofuranosyl)thymine

Suppliers and Price of 5'OHCH2alloAZT

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 3 raw suppliers

Chemical Property of 5'OHCH2alloAZT

Chemical Property:

XLogP3:-0.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:297.10731860
Heavy Atom Count:21
Complexity:529

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CN(C(=O)NC1=O)C2CC(C(O2)C(CO)O)N=[N+]=[N-]
Isomeric SMILES:CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)[C@@H](CO)O)N=[N+]=[N-]

Technology Process of 5'OHCH2alloAZT

There total 20 articles about 5'OHCH2alloAZT 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: 94.0%

: 136949-99-0
1-(3-azido-2,3-dideoxy-5,6-O-isopropylidene-β-D-ribo-hexofuranosyl)thymine

: 136011-36-4
1-(3-azido-2,3-dideoxy-β-D-ribo-hexofuranosyl)thymine

Guidance literature:: With methanol; Dowex 50(H⁺); for 0.666667h; Heating;
DOI:10.1016/0008-6215(92)84160-T

Reference yield:

: 64993-88-0
1,2-O-isopropylidene-3-O-methanesulfonyl-α-D-allofuranose

: 136011-36-4
1-(3-azido-2,3-dideoxy-β-D-ribo-hexofuranosyl)thymine

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent

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

3: 68.5 percent / hexamethyldisilazane, chlorotrimethylsilane, trifluoromethanesulfonic acid / acetonitrile / 12 h / Heating

4: 63 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 1.5 h / 90 °C

5: (dimethylamino)pyridine / acetonitrile

6: 85 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; 1,1,1,3,3,3-hexamethyl-disilazane; benzoic acid; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm00094a014

Reference yield:

: 141980-99-6
2,3'-anhydro-1-(5',6'-di-O-benzoyl-β-D-glucofuranosyl)thymine

: 136011-36-4
1-(3-azido-2,3-dideoxy-β-D-ribo-hexofuranosyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1: (dimethylamino)pyridine / acetonitrile

2: 85 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