对甲苯磺酸水合物 → (2R,3R)-N-Boc-3-amino-pent-4-yne-2-ol

反应方程式

[C:1]([N:8]1[C@H:12]([C:13]#[CH:14])[C@@H:11]([CH3:15])[O:10]C1(C)C)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[C:1]([NH:8][C@H:12]([C:13]#[CH:14])[C@H:11]([OH:10])[CH3:15])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

参与物

实验过程

A solution of (4R,5R)-N-boc-4-ethynyl-2,2,5-trimethyl-oxazolidine (1.60 g 6.69 mmol) (Example 102B) and p-toluenesulfonic acid monohydrate (130 mg 0.67 mmol) in MeOH (70 mL) was heated at refluxed. After stirring overnight the solvent was concentrated and the residue was chromatographed directly on a silica gel column with a 0-40% EtOAc in hexanes gradient. This afforded the product (Yield 1.10 g, 83%) as well as recovered starting material (220 mg, 14%).

后处理

temperatureat refluxed
concentrationwas concentrated
customthe residue was chromatographed directly on a silica gel column with a 0-40% EtOAc in hexanes gradient

来源与证据

ORD记录: ord-800c47c4aa204819973574b923a2980c
来源数据集: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US06252086B1

反应笔记

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参与物

反应物 2

HCID 521998对甲苯磺酸水合物

HCID 12970128275387-85-4

产物 1

HCID 21971742(2R,3R)-N-Boc-3-amino-pent-4-yne-2-ol收率 83%

试剂、催化剂与溶剂 1

HCID 887Methanol溶剂

实验过程

后处理

temperatureat refluxed
concentrationwas concentrated
customthe residue was chromatographed directly on a silica gel column with a 0-40% EtOAc in hexanes gradient

来源与证据

ORD记录: ord-800c47c4aa204819973574b923a2980c
来源数据集: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US06252086B1

反应笔记

加载中…