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

Base Information

Chemical Name:Pentachlorophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate
CAS No.:143433-84-5
Molecular Formula:C₂₁H₂₈Cl₅NO₈
Molecular Weight:599.72
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 6 articles about Pentachlorophenyl 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: 70.0%

: 87-86-5,67471-28-7
Pentachlorophenol

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

: 143433-84-5
Pentachlorophenyl 6-(tert-butoxycarbonylamino)-6-deoxy-2,3,4,5-tetra-O-methyl-D-gluconate

Guidance literature:: With dicyclohexyl-carbodiimide; In ethyl acetate; for 24h;
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

: 143433-84-5
Pentachlorophenyl 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: 70 percent / dicyclohexylcarbodiimide / ethyl acetate / 24 h

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

: 143433-84-5
Pentachlorophenyl 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: 70 percent / dicyclohexylcarbodiimide / ethyl acetate / 24 h

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