(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

Base Information

Chemical Name:(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester
CAS No.:99458-26-1
Molecular Formula:C₂₈H₃₃NO₉
Molecular Weight:527.571
Hs Code.:

(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

Synonyms:(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

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Chemical Property of (2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

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Technology Process of (2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

There total 8 articles about (2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester 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: 94.0%

: 99458-24-9
(2R,3S)-3-Benzoylamino-2-benzyloxymethoxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

: 99458-26-1
(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 4h;
DOI:10.1021/jo00351a008

Reference yield:

: 99458-15-8
Methyl (2R,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate

: 99458-26-1
(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h

2: 1.) H₂ / 1.) 10percent Pd/C / 1.) CH₃OH, 15 h, 2.) CH₃OH, RT, 72 h

3: 75 percent / ethyldiisopropylamine / CH₂Cl₂ / 40 h

4: 82 percent / potassium carbonate / methanol; H₂O / 15 h

5: 92 percent / 4-(dimethylamino)pyridine, 2-dipyridyl carbonate / CH₂Cl₂ / 20 h / 20 °C

6: 94 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 60 °C

With dmap; 2,2'-dipyridyl carbonate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00351a008

Reference yield:

: 32981-85-4
methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

: 99458-26-1
(2R,3S)-3-Benzoylamino-2-hydroxy-3-phenyl-propionic acid (3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / ethyldiisopropylamine / CH₂Cl₂ / 40 h

2: 82 percent / potassium carbonate / methanol; H₂O / 15 h

3: 92 percent / 4-(dimethylamino)pyridine, 2-dipyridyl carbonate / CH₂Cl₂ / 20 h / 20 °C

4: 94 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 60 °C

With dmap; 2,2'-dipyridyl carbonate; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00351a008