1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

Base Information

Chemical Name:1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil
CAS No.:145593-98-2
Molecular Formula:C₃₁H₃₂N₂O₇
Molecular Weight:544.604
Hs Code.:

Synonyms:1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

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Chemical Property of 1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

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Technology Process of 1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

There total 5 articles about 1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>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: 87.4%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 145593-71-1
1-(2',3'-Dideoxy-β-D-glucopyranosyl)uracil

: 145593-98-2
1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

Guidance literature:: With pyridine; dmap; triethylamine; for 3h; Ambient temperature;
DOI:10.1002/hlca.19920750503

Reference yield:

: 3427-20-1
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 145593-98-2
1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / H₂, AcOH / 10percent Pd/C / methanol / 8 h / Ambient temperature

2: 60 percent / 1a) hexamethyldisilazane, 1b) chlorotrimethylsilane, 2) SnCl₄ / acetonitrile / 1) r.t., 30 min, 2) 44 deg C, 16 h

3: 88 percent / NH₃ / methanol / 12 h / Ambient temperature

4: 87.4 percent / 4-(dimethylamino)pyridine, pyridine, Et₃N / 3 h / Ambient temperature

With pyridine; dmap; chloro-trimethyl-silane; ammonia; hydrogen; tin(IV) chloride; acetic acid; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1002/hlca.19920750503

Reference yield:

: 2873-29-2
D-glucal triacetate

: 145593-98-2
1-<2',3'-Dideoxy-6'-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>uracil

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / BF₃*Et₂O / toluene / 40 h / 5 deg C - r.t.

2: 82 percent / H₂, AcOH / 10percent Pd/C / methanol / 8 h / Ambient temperature

3: 60 percent / 1a) hexamethyldisilazane, 1b) chlorotrimethylsilane, 2) SnCl₄ / acetonitrile / 1) r.t., 30 min, 2) 44 deg C, 16 h

4: 88 percent / NH₃ / methanol / 12 h / Ambient temperature

5: 87.4 percent / 4-(dimethylamino)pyridine, pyridine, Et₃N / 3 h / Ambient temperature

With pyridine; dmap; chloro-trimethyl-silane; boron trifluoride diethyl etherate; ammonia; hydrogen; tin(IV) chloride; acetic acid; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In methanol; toluene; acetonitrile;
DOI:10.1002/hlca.19920750503