公开(公告)号：US3903115A

公开(公告)日：1975-09-02

申请号：US44586074

申请日：1974-02-26

Applicant: COMMERCIAL SOLVENTS CORP

Inventor： URRY WILBERT H ,  MULLENBACH GUY TOWNS

IPC: A23K1/16 ,  C07C57/03 ,  C07D9/00

CPC classification number: C07C57/03 ,  A23K20/126 ,  C07C17/093 ,  C07C45/512 ,  C07C45/515 ,  C07C403/02 ,  C07C2601/16 ,  C07C21/14 ,  C07C47/21

Abstract: This invention provides a new synthesis for norzearalane II and related compounds which related compounds and norzearalane II are represented by the formula

where X is an integer having a value from 1 to 13 inclusive. The anabolic agent norzearalane II, in which X 9 in the foregoing formula, is prepared by a total chemical synthesis involving the reaction of 10-undecenal with malonic acid to produce trans-2,12-tridecadienoic acid; treating the acid so formed with diazomethane to yield methyl trans-2,12tridecadienoate; reacting the methyl ester with ethyl acetoacetate and sodium ethoxide to form the sodium salt of ethyl 6-(9-decenyl)- Beta -dihydroresorcylate; brominating the dihydroresorcylate to prepare ethyl 3-bromo-6-(9-decenyl)- Beta dihydroresorcylate; de-hydrobrominating the foregoing bromo derivative to give ethyl 6-(9-decenyl)- Beta -resorcylate; reacting the resorcylate ester with benzyl chloride to produce ethyl 6-(9-decenyl)- Beta -resorcylate dibenzyl ether; subjecting the benzylated ester to the action of diborane, water and hydrogen peroxide to form ethyl 2,4-bis(benzyloxy)-6-(10hydroxydecyl)-benzoate; treating the foregoing benzoate with sodium ethoxide to prepare norzearalane II dibenzyl ether, and also to prepare as a by-product the dimeric dilactone of 2,4bis(benzyloxy)-6-(10-hydroxydecyl)-benzoic acid; hydrogenating norzearalane II dibenzyl ether to form norzearalane II.

Abstract translation: 本发明提供了新月桂酸二异氰酸酯和相关化合物的新合成物，其中相关化合物和犹比达烷II由式OH O | PARALLEL C ANGLE O | CH 2 | ANGLE HO（CH 2）X表示，其中X是具有从1到 13包含

公开(公告)号：US3631179A

公开(公告)日：1971-12-28

申请号：US3631179D

申请日：1966-12-13

Applicant: COMMERCIAL SOLVENTS CORP

Inventor： URRY WILBERT H

IPC: C07C43/13 ,  C07C45/54 ,  C07C51/353 ,  C07C303/28 ,  C07C309/73 ,  C07D313/00

CPC classification number: C07C47/198 ,  C07C43/13 ,  C07C45/54 ,  C07C51/353 ,  C07C303/28 ,  C07D313/00 ,  C07C59/58 ,  C07C309/73

Abstract: DISCLOSED IS A PREPARATION OF ZEARALANE FROM 10-UNDECANAL.

公开(公告)号：US3586701A

公开(公告)日：1971-06-22

申请号：US3586701D

申请日：1967-08-24

Applicant: COMMERCIAL SOLVENTS CORP

Inventor： URRY WILBERT H

IPC: A23K1/16 ,  A23K1/165 ,  A23K1/18 ,  C07C57/03 ,  C07D313/00 ,  C07D9/00

CPC classification number: C07C403/02 ,  A23K20/126 ,  A23K20/168 ,  A23K50/30 ,  C07C57/03 ,  C07C2601/16 ,  C07D313/00

Abstract: A NEW COMPOUND AND A METHOD FOR ITS MANUFACTURE IS DISCLOSED. THE COMPOUND D,1-NORZEARALANE IS ILLUSTRATED BY THE FORMULA:

3-CH3,13,15-DI(HO-)-1,3,4,5,6,7,8,9,10,11-DECAHYDRO-2-

BENZOXACYCLOTRIDECIN-1-ONE

THE COMPOUND D,1-NORZEARALANE CAN BE USED TO AID IN INCREASING THE RATE OF GROWTH IN MEAT-PRODUCING ANIMALS.

公开(公告)号：US3624132A

公开(公告)日：1971-11-30

申请号：US3624132D

申请日：1967-01-30

Applicant: COMMERCIAL SOLVENTS CORP

Inventor： URRY WILBERT H

IPC: C07C43/12 ,  C07C45/00 ,  C07C47/198 ,  C07C59/58 ,  C07C65/21 ,  C08G69/40 ,  C07C69/74 ,  C07C69/92

CPC classification number: C08G69/40 ,  C07C43/12 ,  C07C45/00 ,  C07C45/004 ,  C07C47/198 ,  C07C59/58 ,  C07C65/21

Abstract: This application relates to 2-(5 carboxypentyl)-4, 6dimethoxybenzoic acid, to intermediates useful in its preparation, and to methods for its preparation.