1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Base Information

Chemical Name:1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil
CAS No.:112289-29-9
Molecular Formula:C₃₄H₃₇N₅O₁₅
Molecular Weight:755.692
Hs Code.:

Synonyms:1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Suppliers and Price of 1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

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 1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

There total 1 articles about 1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil 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: 91.8%

: 68027-39-4
bis(trimethylsilyloxy)pyrimidine

: Acetic acid (2R,3R,4R)-4,5-diacetoxy-2-[(1R,2R,3R)-3-acetoxy-4-allyloxy-2-benzyloxy-1-(2,4-dinitro-phenylamino)-butyl]-tetrahydro-furan-3-yl ester

: 112289-29-9
1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 0.75h; Heating;
DOI:10.1246/bcsj.60.1057

Reference yield:

: 112289-29-9
1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

: 1-{(2R,3R,4S,5R)-5-[(1R,2R,3R)-4-Allyloxy-2-benzyloxy-1-(2,4-dinitro-phenylamino)-3-hydroxy-butyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium methylate; In methanol; for 3h; ice cooling;
DOI:10.1246/bcsj.60.1057

Reference yield:

: 112289-29-9
1-<2,3,7-tri-O-acetyl-8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

: 1-((2R,3R,3aS,5S,6R,7R,7aR)-5-Allyloxymethyl-7-amino-6-benzyloxy-3-hydroxy-hexahydro-furo[3,2-b]pyran-2-yl)-4-amino-3,4-dihydro-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 0.1M NaOMe / methanol / 3 h / ice cooling

2: p-toluenesulfonic acid monohydrate / dimethylformamide / 10 h / Ambient temperature

3: pyridine / 1.5 h / Ambient temperature

4: 90percent aqueous trifluoroacetic acid / 3 h / ice cooling

5: 86.9 percent / NaH / dimethylsulfoxide / 4 h / 30 °C

6: 98.2 percent / pyridine / 1 h / ice cooling

7: oxalyl dichloride, DMF / 1,2-dichloro-ethane / 36 h / Ambient temperature

8: NH₃ / methanol / 5 h / Ambient temperature

9: Amberlite IRA-400(OH-) / acetone; methanol; H₂O / 3 h / Heating

With pyridine; oxalyl dichloride; Amberlite IRA-400(OH-); ammonia; sodium methylate; sodium hydride; toluene-4-sulfonic acid; N,N-dimethyl-formamide; trifluoroacetic acid; In methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1246/bcsj.60.1057