HRID1005111

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8447

2,2'-Dithiobisbenzothiazole

C14H8N2S4

结构：Cc1ccc(S(=O)(=O)[O-])cc1.c1cc[nH+]cc1

HCID466102

未命名化合物

HCID22126328

未命名化合物

结构：COc1c(COC2CN(C(=O)OC(C)(C)C)CCC2c2ccc(OCCCO)cc2)ccc2ccccc12

HCID86604446

未命名化合物

PRODUCTS

生成物

结构：COc1c(COC2CN(C(=O)OC(C)(C)C)CCC2c2ccc(OCCCS(=O)(=O)c3nc4ccccc4s3)cc2)ccc2ccccc12

HCID86604445

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

In an analogous manner to that described in Example 1 (g), by alkylating a mixture of tert-butyl (3RS,4RS)- and (3SR,4SR)-3-hydroxy-4-[4-[3-[(RS)-tetrahydro-pyran-2-yloxy]-propoxy]-phenyl]-piperidine-1-carboxylate [Example 57 (a)] with 1-methoxy-2-bromomethyl-naphthalene [Example 7 (f)] there was obtained a mixture of tert-butyl (3RS,4RS)- and (3SR,4SR)-3-(1-methoxy-naphthalen-2-ylmethoxy)-4-[4-[3-[(RS)-tetrahydro-pyran-2-yloxy]-propoxy]-phenyl]-piperidine-1-carboxylate. Cleavage of the THP group by means of pyridinium (toluene-4-sulphonate) in ethanol analogously to Example 53 (c) gave tert-butyl (3RS,4RS)-4-[4-(3-hydroxy-propoxy)-phenyl]-3-(1-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylate, reaction of which with bis-(benzothiazol-2-yl) disulphide analogously to Example 33 (a) gave tert-butyl (3RS,4RS)-4-[4-[3-(benzothiazol-2-ylsulphonyl)-propoxy]-phenyl]-3-(1-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylate as a colourless liquid; MS: 671 (M+H)+.

WORKUP

后处理

customwas obtained

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-87c9535049da46c0a34c01a8d6b05f47
来源数据集: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06051712
来源说明: uspto-grants-2000_04

反应 SMILES

COC1C2C(=CC=CC=2)C=CC=1CBr.C1(C)C=C[C:18]([S:21]([O-:24])(=O)=[O:22])=CC=1.[NH+:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O[CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([CH:43]2[CH2:48][CH2:47][N:46]([C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:45][CH:44]2[O:56][CH2:57][C:58]2[CH:67]=[CH:66][C:65]3[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=3)[C:59]=2[O:68][CH3:69])=[CH:39][CH:38]=1.[S:70]1C2C=CC=CC=2N=[C:71]1SSC1SC2C=CC=CC=2N=1>C(O)C>[S:70]1[C:71]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[N:26]=[C:18]1[S:21]([CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([CH:43]2[CH2:48][CH2:47][N:46]([C:49]([O:51][C:52]([CH3:54])([CH3:55])[CH3:53])=[O:50])[CH2:45][CH:44]2[O:56][CH2:57][C:58]2[CH:67]=[CH:66][C:65]3[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=3)[C:59]=2[O:68][CH3:69])=[CH:39][CH:38]=1)(=[O:24])=[O:22]