benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

Base Information

Chemical Name:benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside
CAS No.:153289-48-6
Molecular Formula:C₃₄H₃₅NO₆
Molecular Weight:553.655
Hs Code.:

Synonyms:benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

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Chemical Property of benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

Chemical Property:

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Technology Process of benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

There total 10 articles about benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside 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:

: C₃₈H₄₀O₉

: 153289-48-6
benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

Guidance literature:: With ammonia; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(00)73734-8

Reference yield:

: 18422-54-3
1,2;4,5-di-O-isopropylidene-β-D-fructopyranose

: 153289-48-6
benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / p-toluenesulfonic acid / methanol / 1 h / Ambient temperature

2: 100 percent / KOH / 3 h / 130 °C

3: 71 percent / TfOH / 2 h / Ambient temperature

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 25 min, 2.) CH₂Cl₂, from -78 deg C to RT, 1 h

5: 100 percent / NaClO₂, NaH₂PO₄*H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

6: Et₃N / tetrahydrofuran / 2 h / 0 - 20 °C

7: NH₃ gas / tetrahydrofuran / 0.17 h / Ambient temperature

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; trifluorormethanesulfonic acid; ammonia; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1016/0040-4020(95)00975-2

Reference yield:

: 20789-58-6
1,2-O-isopropylidene-β-D-psicopyranose

: 153289-48-6
benzyl 2,3,4-tri-O-benzyl-1-carbamoyl-1-dehydro-β-D-ribopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / KOH / 3 h / 130 °C

2: 71 percent / TfOH / 2 h / Ambient temperature

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 25 min, 2.) CH₂Cl₂, from -78 deg C to RT, 1 h

4: 100 percent / NaClO₂, NaH₂PO₄*H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

5: Et₃N / tetrahydrofuran / 2 h / 0 - 20 °C

6: NH₃ gas / tetrahydrofuran / 0.17 h / Ambient temperature

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; trifluorormethanesulfonic acid; ammonia; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/0040-4020(95)00975-2