药物详细合成路线
| Name | Bortezomib;MLN-341;DPBA;LDP-341;NSC-681239;PS-341;Velcade | | Chemical Name | 3-Methyl-1(R)-[N-(pyrazin-2-ylcarbonyl)-L-phenylalanylamino]butylboronic acid
N-(Pyrazin-2-ylcarbonyl)-L-phenylalanyl-L-boroleucine
N-[1(S)-[N-[1(R)-(Dihydroxyboryl)-3-methylbutyl]carbamoyl]-2-phenylethyl]pyrazine-2-carboxamide | | CAS | 179324-69-7 | | Related CAS | | | Formula | C19H25BN4O4 | | Structure |  | | Formula Weight | 384.2465 | | Stage | 上市-2003 | | Company | Millennium (Proprietary), Millennium (Orphan Drug), ProScript (Originator), Ortho Biotech (Licensee), National Cancer Institute (Codevelopment) | | Activity/Mechanism | Bone Cancer Therapy, Brain Cancer Therapy, Breast Cancer Therapy, Colorectal Cancer Therapy, Gastric Cancer Therapy, IMMUNOMODULATING AGENTS, Leukemia Therapy, Lung Cancer Therapy, Lymphocytic Leukemia Therapy, Lymphoma Therapy, Multiple Myeloma Therapy, Non-Hodgkins Lymphoma Therapy, Non-Small Cell Lung Cancer Therapy, Oncolytic Drugs, Osteosarcoma Therapy, Prostate Cancer Therapy, Solid Tumors Therapy, Treatment of Transplant Rejection, Inhibitors of Signal Transduction Pathways, NF-kappaB (NFKB) Activation Inhibitors, Proteasome Inhibitor | | Syn. Route | 1 | | Route 1 | | pinanediol leucine boronate (i) was coupled with n-boc-l-phenylalanine (ii) in the presence of tbtu to afford the dipeptide boronate (iii). acid cleavage of the boc protecting group of (iii), followed by acylation of the resultant amine (iv) with 2-pyrazinecarboxylic acid (v), furnished amide (vi). finally, deprotection of the boronic acid (vi) was accomplished by two-phase transesterification with isobutylboronic acid. | | |  | | List of intermediates | No. | | [2-([2-[(dimethylamino)methyl]phenyl]sulfanyl)-5-(tributylstannyl)phenyl]methanol | (ii) | | ethyl 2-[5-[(2s)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoyl]-4,5,6,7-tetrahydro-2h-pyrazolo[4,3-c]pyridin-2-yl]acetate | (v) | | | Reference 1: adams, j.; behnke, m.; chen, s.; cruickshank, a.a.; dick, l.r.; grenier, l.; klunder, j.m.; ma, y.t.; plamondon, l.; stein, r.l.; potent and selective inhibitors of the proteasome: dipeptidyl boronic acids. bioorg med chem lett 1998, 8, 4, 333. Reference 2: adams, j.; ma, y.-t.; stein, r.; baevsky, m.; grenier, l.; plamondon, l. (proscript, inc.); boronic ester and acid cpds., synthesis and uses. jp 1998510245; us 5780454; us 6083903; wo 9613266 . |
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来源:药化网
作者:药化小编
摘要:本文合成路线介绍的是药物中文名保特佐米；英文名Bortezomib;MLN-341;DPBA;LDP-341;NSC-681239;PS-341;Velcade；CAS[179324-69-7]
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