2-Chloromandelic acid → (S(R*,R*))-2-amino-1-phenylpropane-1,3-diol

HRID 130611

반응식

HRID 130611 반응식
[OH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])[C:3]([OH:5])=[O:4].[C:13]1([C@H:19]([OH:24])[C@@H:20]([NH2:23])[CH2:21][OH:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(OC(=O)C)C.O>[OH:1][C@@H:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])[C:3]([O-:5])=[O:4].[C:13]1([C@H:19]([OH:24])[C@@H:20]([NH2:23])[CH2:21][OH:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 2

HCID 977202-Chloromandelic acidHCID 119881(S(R*,R*))-2-amino-1-phenylpropane-1,3-diol

생성물 2

HCID 119881(S(R*,R*))-2-amino-1-phenylpropane-1,3-diolHCID 6922873(S)-(+)-2-hydroxy-2-(2-chlorophenyl)acetate

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

(The compound of the general formula (II)—wherein R1 is a hydroxy-methyl group, R2 is a phenyl group, R3 is a hydroxy group) Racemic 2-hydroxy-2-(2-chlorophenyl)acetic acid (20.0 g 107 mmol) was dissolved in 60 cm3 of ethylacetate saturated with water and (1S, 2S)-(+)-1-phenyl-2-amino-1,3-propane-diol (18.0 g 107.5 mmol) was added thereto and then the mixture was seed by a salt formed from (S)-(+)-2-hydroxy-2-(2-chlorophenyl)acetate and (1S, 2S)-(+)-1-phenyl 2-amino-1,3-propane-diol at room temperature.

후처리

  1. additionwas added

출처 및 근거

ORD 기록
ord-905f9881af514c839e3efb384d85a9ad
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381835B2

연결된 노트

불러오는 중…