1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

Base Information

Chemical Name:1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose
CAS No.:133886-06-3
Molecular Formula:C₁₆H₂₀N₄O₅
Molecular Weight:348.359
Hs Code.:

Synonyms:1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

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Chemical Property of 1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

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Technology Process of 1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

There total 4 articles about 1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose 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:

: (3aR,4S,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl chloride

: 133886-06-3
1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

Guidance literature:: With ammonia; In tetrahydrofuran; for 0.5h; Yield given; Ambient temperature;
DOI:10.1016/S0040-4020(01)96124-1

Reference yield:

: 133886-04-1
2-β-Azido-2-deoxy-6-O-benzyl-1-didehydro-3,4-O-isopropylidene-D-psicofuranose

: 133886-06-3
1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 11.00 g / NaClO₂, NaH₂PO₄*2H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2.5 h / Ambient temperature

2: ClCOOEt, NEt₃ / tetrahydrofuran / 0.17 h

3: NH₃ gas / tetrahydrofuran / 0.5 h / Ambient temperature

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; ammonia; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)96124-1

Reference yield:

: 133886-05-2
1-β-Azido-1-dehydro-1-α-carboxy-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

: 133886-06-3
1-β-Azido-1-dehydro-1-α-carbamoyl-1-deoxy-2,3-O-isopropylidene-5-O-benzyl-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: ClCOOEt, NEt₃ / tetrahydrofuran / 0.17 h

2: NH₃ gas / tetrahydrofuran / 0.5 h / Ambient temperature

With ammonia; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)96124-1