methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

Base Information

Chemical Name:methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate
CAS No.:157506-31-5
Molecular Formula:C₁₄H₁₃NO₅
Molecular Weight:275.261
Hs Code.:

Synonyms:methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

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Chemical Property of methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

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Technology Process of methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

There total 4 articles about methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate 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:

: (1S,2R,6R,7R)-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-9-one

: 157506-31-5
methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Et₃N / dimethylformamide / 7 h / 60 °C

2: 1.) Br₂, 2.) Bu₄NF, 3.) m-CPBA, 4.) K₂CO₃

With tetrabutyl ammonium fluoride; bromine; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80034-0

Reference yield:

: (1R,2S,4R,5R,6S)-<3-benzoyl-6-exo-cyano-8-oxa-3-azatricyclo<3.2.1.0^2,4>oct-6-endo-yl(1S)-camphanate>

: 157506-31-5
methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / CF₃SO₃H / various solvent(s) / 1 h / 80 °C

2: 93 percent / K₂CO₃, 37percent formaline / methanol / 3 h / 20 °C

3: 88 percent / Et₃N / dimethylformamide / 7 h / 60 °C

4: 1.) Br₂, 2.) Bu₄NF, 3.) m-CPBA, 4.) K₂CO₃

With formaldehyd; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; bromine; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80034-0

Reference yield:

: 157506-26-8
(1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>

: 157506-31-5
methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / K₂CO₃, 37percent formaline / methanol / 3 h / 20 °C

2: 88 percent / Et₃N / dimethylformamide / 7 h / 60 °C

3: 1.) Br₂, 2.) Bu₄NF, 3.) m-CPBA, 4.) K₂CO₃

With formaldehyd; tetrabutyl ammonium fluoride; bromine; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80034-0