HRID720764

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10453

Isophytol

C20H40O

结构：CC(=O)Oc1c(C)c(C)c2c(c1C)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2

HCID86472

未命名化合物

$结构：C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C$

HCID5280435

Phytol

C20H40O

HCID131726059

未命名化合物

PRODUCTS

生成物

HCID86472

未命名化合物

$结构：CC1=C(C)C(O)(CC(=O)[O-])C(C)C(C/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)=C1O$

HCID131726058

未命名化合物

PROCEDURE

实验过程

The object is achieved by a new approach to the manufacture of α-tocopheryl acetate (TCPA). According to this approach, 2,3,6-trimethylhydroquinone-1-acetate (TMHQA) is reacted with either phytol (PH), isophytol (IP) or an (iso)phytol derivative to produce TCPA or 3-phytyl-2,5,6-trimethylhydroquinone-1-acetate (PTMHQA), whereupon the latter is submitted to ring closure to obtain TCPA.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b2b09272c95a412588e363efb4b58258
来源数据集: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07135580B2
来源说明: uspto-grants-2006_11

反应 SMILES

[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([O:9][C:10]([CH3:12])=[O:11])[C:5]([CH3:13])=[C:4]2[CH2:14][CH2:15][C@:16]([CH2:19][CH2:20][CH2:21][C@@H:22]([CH2:24][CH2:25][CH2:26][C@@H:27]([CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH3:28])[CH3:23])([CH3:18])[O:17][C:3]=12.[CH3:35][CH:36]1[C:42]([CH3:43])=[C:41]([OH:44])[CH:40]=[C:39]([CH3:45])[C:37]1([CH2:46][C:47]([O-:49])=[O:48])[OH:38].[CH3:50][CH:51]([CH2:53][CH2:54][CH2:55][C@H:56]([CH2:58][CH2:59][CH2:60][C@H:61]([CH2:63][CH2:64][CH2:65]/[C:66](=[CH:68]/CO)/[CH3:67])[CH3:62])[CH3:57])[CH3:52].[CH3:71]C(CCCC(CCCC(CCCC(O)(C=C)C)C)C)C>>[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([O:9][C:10]([CH3:12])=[O:11])[C:5]([CH3:13])=[C:4]2[CH2:14][CH2:15][C@:16]([CH2:19][CH2:20][CH2:21][C@@H:22]([CH2:24][CH2:25][CH2:26][C@@H:27]([CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH3:28])[CH3:23])([CH3:18])[O:17][C:3]=12.[CH2:43]([C:42]1[CH:36]([CH3:35])[C:37]([CH2:46][C:47]([O-:49])=[O:48])([C:39]([CH3:45])=[C:40]([CH3:71])[C:41]=1[OH:44])[OH:38])/[CH:50]=[C:51](/[CH2:53][CH2:54][CH2:55][C@@H:56]([CH2:58][CH2:59][CH2:60][C@@H:61]([CH2:63][CH2:64][CH2:65][CH:66]([CH3:68])[CH3:67])[CH3:62])[CH3:57])\[CH3:52]