2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R-

Base Information

• Chemical Name: 2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R-
• CAS No.: 116501-96-3
• Molecular Formula: C₈H₁₃NO₄
• Molecular Weight: 187.196
• Mol file: 116501-96-3.mol

Synonyms:2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R-

Chemical Property of 2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R-

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R-

There total 12 articles about 2H-Pyran-3-carboxylicacid,4-aminotetrahydro-2,5-dimethyl-6-oxo-,[2R- 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:

(3R,4R,5R,6S)-5-benzyloxycarbonyl-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-3,6-dimethyl-2H-pyran-2-one (113481-19-9,122553-38-2,139404-28-7) → (2S,3S,4R,5R)-4-Amino-2,5-dimethyl-6-oxo-tetrahydro-pyran-3-carboxylic acid (116501-96-3,122620-66-0,776257-21-7,791555-65-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h;

Reference yield:

(6R,7S,8R)-8-Isopropenyl-6-methyl-1,4-dioxa-spiro[4.4]nonane-7-carboxylic acid (137141-19-6) → (2S,3S,4R,5R)-4-Amino-2,5-dimethyl-6-oxo-tetrahydro-pyran-3-carboxylic acid (116501-96-3,122620-66-0,776257-21-7,791555-65-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

2: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

3: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

4: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

5: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

6: 28percent NaOMe-MeOH / diethyl ether / 0.5 h / 0 °C

7: 2 h / Ambient temperature

8: 1.) 35percent H₂O₂, K₂CO₃, 2.) K₂CO₃ / 1.) MeOH, 2.) DMSO, r. t., 6 h

9: BF₃*Et₂O / CHCl₃ / 3 h

10: H₂ / 10percent Pd-C / methanol / 12 h

With 1H-imidazole; methanol; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; boron trifluoride diethyl etherate; diphenylphosphoranyl azide; hydrogen; dihydrogen peroxide; sodium methylate; L-Selectride; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

(1S,2R,5R)-5-isopropenyl-2-methyl-3-oxocyclopentanecarboxylic acid (111752-10-4) → (2S,3S,4R,5R)-4-Amino-2,5-dimethyl-6-oxo-tetrahydro-pyran-3-carboxylic acid (116501-96-3,122620-66-0,776257-21-7,791555-65-2)

Guidance literature:

Multi-step reaction with 11 steps

1: PTSA / benzene / 4 h / Heating

2: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

3: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

4: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

5: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

6: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

7: 28percent NaOMe-MeOH / diethyl ether / 0.5 h / 0 °C

8: 2 h / Ambient temperature

9: 1.) 35percent H₂O₂, K₂CO₃, 2.) K₂CO₃ / 1.) MeOH, 2.) DMSO, r. t., 6 h

10: BF₃*Et₂O / CHCl₃ / 3 h

11: H₂ / 10percent Pd-C / methanol / 12 h

With 1H-imidazole; methanol; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; boron trifluoride diethyl etherate; diphenylphosphoranyl azide; hydrogen; dihydrogen peroxide; sodium methylate; L-Selectride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;

upstream raw materials:

(3R,4R,5R,6S)-5-benzyloxycarbonyl-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-3,6-dimethyl-2H-pyran-2-one

(6R,7S,8R)-8-Isopropenyl-6-methyl-1,4-dioxa-spiro[4.4]nonane-7-carboxylic acid

(1S,2R,5R)-5-isopropenyl-2-methyl-3-oxocyclopentanecarboxylic acid

(2R,3S,4R)-3-benzyloxycarbonylamino-4<(S)-1-hydroxy-ethyl>-2-methylcyclopentanone

Refernces