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

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Chemical Name:1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil
CAS No.:112289-28-8
Molecular Formula:C₂₉H₃₃N₅O₁₄S
Molecular Weight:707.672
Hs Code.:

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

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Chemical Property of 1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

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

There total 5 articles about 1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-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:

: 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

: 112289-28-8
1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Guidance literature:: Multi-step reaction with 3 steps

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

2: pyridine / 1.5 h / Ambient temperature

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

With pyridine; toluene-4-sulfonic acid; trifluoroacetic acid; In N,N-dimethyl-formamide;
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

: 112289-28-8
1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Guidance literature:: Multi-step reaction with 4 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

With pyridine; sodium methylate; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.60.1057

Reference yield:

: 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

: 112289-28-8
1-<8-O-allyl-6-O-benzyl-5-deoxy-5-(2,4-dinitrophenylamino)-7-O-methylsulfonyl-β-D-threo-D-allooctofuranos-(1,4)-yl>-uracil

Guidance literature:: Multi-step reaction with 5 steps

1: 91.8 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0.75 h / Heating

2: 0.1M NaOMe / methanol / 3 h / ice cooling

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

4: pyridine / 1.5 h / Ambient temperature

5: 90percent aqueous trifluoroacetic acid / 3 h / ice cooling

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.60.1057