HRID843445

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

HCID4148881

Lithium borohydride

BH4Li

结构：C=CCOc1ccc([C@@H]2[C@@H](OCc3cc(OC)c4ccccc4c3)CN(C(=O)OC(C)(C)C)C[C@H]2OC[C@H](O)COC)cc1

HCID57269223

未命名化合物

PRODUCTS

生成物

结构：COC[C@@H](O)CO[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H](OCc2cc(OC)c3ccccc3c2)[C@H]1c1ccc(O)cc1

HCID57300936

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID4144353

Palladium (II) acetate

C4H8O4Pd

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

In analogy to the procedure described in example 11(c) the (3S,4R,5R)-4-(4-allyloxy-phenyl)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester was treated with palladium-II-acetate, triphenylphosphin and lithiumborohydride in tetrahydrofuran to yield the (3S,4R,5R)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-4-(4-hydroxy-phenyl)-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester as colorless oil; MS: 568 (M+H)+.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f9340792586e4768ac724c4f00216b97
来源数据集: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06376672B1
来源说明: uspto-grants-2002_04

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([O:14][CH2:15][C:16]2[CH:25]=[C:24]([O:26][CH3:27])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)[C@@H:11]([C:28]2[CH:33]=[CH:32][C:31]([O:34]CC=C)=[CH:30][CH:29]=2)[C@H:10]([O:38][CH2:39][C@H:40]([OH:44])[CH2:41][O:42][CH3:43])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[BH4-].[Li+]>O1CCCC1.CC(O)=O.CC(O)=O.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([O:14][CH2:15][C:16]2[CH:25]=[C:24]([O:26][CH3:27])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)[C@@H:11]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)[C@H:10]([O:38][CH2:39][C@H:40]([OH:44])[CH2:41][O:42][CH3:43])[CH2:9]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]