N-甲基吗啉 → L-正亮氨酸

HRID 232511

反应方程式

HRID 232511 反应方程式
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6].C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1.N[C@H](C(O)=O)CCC>>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6]

参与物

6

反应物 5

HCID 7972N-甲基吗啉HCID 65098L-NorvalineHCID 757711-羟基苯并三唑(HOBT)HCID 27246991H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐HCID 7009636芴甲氧羰酰基正亮氨酸

产物 1

HCID 21236L-正亮氨酸

实验过程

The component amino acid (Fmoc-X-OH,1 equivalent) is mixed with Fmoc-Nle-OH (1 equivalent), then dissolved and activated by the addition of PyBOP, HOBt and NMM solutions. After 10 minutes the mixture is added to Nva-PAL-Pepsyn K support (5 mg). After 2 hours the support is washed with DMF repeatedly, treated with 30% piperidine in DMF (to remove incorporated Fmoc- groups), washed with DMF, and methanol, then treated with TFA/water (95:5) for 2 hours. The TFA solution is expelled into a vial, a known proportion of it dried down in vacuo, and the resultant mixed dipeptides X-Nva and Nle-Nva are hydrolysed with 6M HCl at 150 degrees for 1 hour. The relative incorporations of X and Nva are then determined by amino acid analysis. A graph is constructed plotting molar % X (in this initial round X is 50%) against molar percentage incorporated; and the curve which results when using extremities points at 0 and 100% is used to predict what molar percent X would give equal incorporation to that of Nle.

后处理

  1. dissolutiondissolved
  2. washAfter 2 hours the support is washed with DMF repeatedly
  3. additiontreated with 30% piperidine in DMF (to remove incorporated Fmoc- groups)
  4. washwashed with DMF, and methanol
  5. additiontreated with TFA/water (95:5) for 2 hours
  6. customdried down in vacuo
  7. additionthe resultant mixed dipeptides X-Nva and Nle-Nva
  8. customand the curve which results when

来源与证据

ORD记录
ord-d74b47832cc64d139a77eba98ff5ce95
来源数据集
uspto-grants-1997_01
专利号
US05591646

关联笔记

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