HRID744909

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

结构：CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F

HCID151348

Tri(dimethylamino)benzotriazol-1-yloxyphosphonium hexafluorophosphate

C12H22F6N6OP2

HCID9971073

未命名化合物

HCID19422627

4-{[(Benzyloxy)carbonyl]amino}oxane-4-carboxylic acid

C14H17NO5

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)c1ccccc1-c1ccc(CNC(=O)C2(NC(=O)OCc3ccccc3)CCOCC2)cc1

HCID19422641

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

850 mg of the compound prepared in step B are dissolved in 15 ml of DMF, and equimolar amounts of 4-aminomethyl-2'-tert-butoxycarbonylbiphenyl, DIPEA and then BOP (10% excess) are added. After 40 minutes, the medium is taken up in 200 ml of ethyl acetate and 200 ml of water. The organic phase is decanted and then washed twice with a saturated solution of sodium bicarbonate, twice with a 5% solution of sodium bisulfate and then once with a saturated solution of sodium chloride. After drying over sodium sulfate, the organic phase is evaporated under vacuum to give 1.8 g of the expected product.

WORKUP

后处理

customThe organic phase is decanted
washwashed twice with a saturated solution of sodium bicarbonate, twice with a 5% solution of sodium bisulfate
dry with materialAfter drying over sodium sulfate
customthe organic phase is evaporated under vacuum

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e0b2b56613fe4b299bdf2c390d534a16
来源数据集: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05559233
来源说明: uspto-grants-1996_09

反应 SMILES

[CH2:1]([O:8][C:9]([NH:11][C:12]1([C:18]([OH:20])=O)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])=[CH:25][CH:24]=1.CCN(C(C)C)C(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C.C(OCC)(=O)C.O>[C:38]([O:37][C:35]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:26]1[CH:25]=[CH:24][C:23]([CH2:22][NH:21][C:18]([C:12]2([NH:11][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:10])[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)=[O:20])=[CH:28][CH:27]=1)=[O:36])([CH3:41])([CH3:39])[CH3:40]