p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

Base Information

Chemical Name:p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate
CAS No.:143433-85-6
Molecular Formula:C₂₁H₃₂N₂O₁₀
Molecular Weight:472.492
Hs Code.:

Synonyms:p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

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Chemical Property of p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

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Technology Process of p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

There total 6 articles about p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate 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: 71.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 143433-83-4
6-(tert-Butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconic acid

: 143433-85-6
p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

Guidance literature:: With dicyclohexyl-carbodiimide; In ethyl acetate;
DOI:10.1016/S0008-6215(00)90522-6

Reference yield:

: 95239-69-3
6-azido-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconic acid

: 143433-85-6
p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / 2 M HCl, H₂ / 10percent Pd-C / 4 h / 1034.3 Torr / Ambient temperature

2: 84 percent / triethylamine / acetonitrile / 24 h / Ambient temperature

3: 71 percent / dicyclohexylcarbodiimide / ethyl acetate

With hydrogenchloride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethyl acetate; acetonitrile;
DOI:10.1016/S0008-6215(00)90522-6

Reference yield:

: 110349-72-9
(2R,3R,4S,5R,6S)-2-(azidomethyl)-3,4,5,6-tetramethoxytetrahydro-2H-pyran

: 143433-85-6
p-Nitrophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / 2 M HCl / 7 h / 100 °C

2: 87 percent / Me₂SO, acetic anhydride / Ambient temperature

3: 97 percent / KOH / tetrahydrofuran / 24 h / Ambient temperature

4: 92 percent / 2 M HCl, H₂ / 10percent Pd-C / 4 h / 1034.3 Torr / Ambient temperature

5: 84 percent / triethylamine / acetonitrile / 24 h / Ambient temperature

6: 71 percent / dicyclohexylcarbodiimide / ethyl acetate

With hydrogenchloride; potassium hydroxide; hydrogen; acetic anhydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;
DOI:10.1016/S0008-6215(00)90522-6