(S)-N-benzylmandelamide

Base Information

• Chemical Name: (S)-N-benzylmandelamide
• CAS No.: 82270-62-0
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Mol file: 82270-62-0.mol

Synonyms:(S)-N-benzylmandelamide

Chemical Property of (S)-N-benzylmandelamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-N-benzylmandelamide

There total 24 articles about (S)-N-benzylmandelamide 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: 100.0%

N-benzyl-2-oxo-2-phenylacetamide (28193-70-6) → (S)-N-benzylmandelamide (82270-62-0)

Guidance literature:

With chiral Rh complex derived from (S,2S)-Cr(CO)3-N,O-bis(dicyclopentylphosphinyl)-(S)-2-hydroxymethylindoline; hydrogen; In toluene; at 20 ℃; for 18h; under 750.06 Torr;

DOI:10.1016/S0957-4166(97)00642-3

Reference yield: 93.0%

N-benzyl-2-oxo-2-phenylacetamide (28193-70-6) → (R)-N-benzyl-2-hydroxy-2-phenylacetamide (88393-58-2) + (S)-N-benzylmandelamide (82270-62-0)

Guidance literature:

With copper (II)-fluoride; Triethoxysilane; C₇₄H₁₀₀O₈P₂; In toluene; at 20 ℃; for 24h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201503569

Reference yield: 80.0%

(S)-Methyl mandelate (21210-43-5) + benzylamine (100-46-9) → (S)-N-benzylmandelamide (82270-62-0)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; zirconium(IV) tert-butoxide; In toluene; at 60 ℃; for 48h;

DOI:10.1021/ja0527976

upstream raw materials:

N-benzyl-2-oxo-2-phenylacetamide

(S)-Mandelic acid

benzylamine

(S)-(-)-ethyl mandelate

Downstream raw materials:

(S)-((S)-2-(benzylamino)-2-oxo-1-phenylethyl) 2-methoxy-2-phenylacetate

C₃₆H₄₁FN₂O₅

C₄₃H₄₈N₂O₆

(2-benzylamino-2-oxo-(S)-1-phenylethyl) α-bromopropanoate

Refernces

• 1、 Gu, Guoxian,Yang, Tilong,Yu, Ouran,Qian, Hua,Wang, Jiang,Wen, Jialin,Dang, Li,Zhang, Xumu. "Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides". supporting information. p. 5920 - 5923. Retrieved 2017/11/10.
• 2、 McPherson, Christopher G.,Caldwell, Nicola,Jamieson, Craig,Simpson, Iain,Watson, Allan J. B.. "Amidation of unactivated ester derivatives mediated by trifluoroethanol". . p. 3507 - 3518. Retrieved 2017/04/26.