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HRID1028071

反应详情

EQUATION

反应方程式

HRID 1028071 的结构方程式

REACTANTS

反应物

1
结构：CC(C)(C)OC(=O)N[C@@H]1CN(C(=O)OCc2ccccc2)CC[C@H]1O[Si](C)(C)C(C)(C)C
HCID59455668

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N[C@@H]1CNCC[C@H]1O[Si](C)(C)C(C)(C)C
HCID68922675

rel-1,1-Dimethylethyl N-[(3R,4R)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-piperidinyl]carbamate

C16H34N2O3Si

收率 99%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：[Pd]
催化剂HCID23938

Palladium

Pd

结构：CCO.CCOC(C)=O
溶剂HCID21584252

未命名化合物

PROCEDURE

实验过程

To a solution of (3R,4R)-benzyl 3-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylate (1.0 equiv.) in 1:1 EtOH/EtOAc, at a concentration of 0.1 M, was added 10% palladium on carbon (0.1 eq.). The resultant heterogeneous solution was put under an atmosphere of hydrogen and was stirred for 72 hours. At this time the mixture was filtered through a pad of celite eluting with EtOAc. The volatiles were removed in vacuo yielding tert-butyl (3R,4R)-4-(tert-butyldimethylsilyloxy)piperidin-3-ylcarbamate (99%). LCMS (m/z): 331.3 (MH+).

WORKUP

后处理

  1. filtrationAt this time the mixture was filtered through a pad of celite
  2. washeluting with EtOAc
  3. customThe volatiles were removed in vacuo