2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

Base Information

Chemical Name:2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid
CAS No.:856660-70-3
Molecular Formula:C₃₁H₄₆N₂O₅Si
Molecular Weight:554.802
Hs Code.:

2-<i>tert</i>-butoxycarbonylamino-4-[6-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

Synonyms:2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

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Chemical Property of 2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

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Technology Process of 2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

There total 14 articles about 2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

: 856660-69-0
6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

: 856660-70-3
2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

Guidance literature:: With nickel; In ethanol; Heating;
DOI:10.1002/ejoc.200400709

Reference yield:

: 67436-17-3
dimethyl (S)-N-(benzyloxycarbonyl)glutamate

: 856660-70-3
2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

Guidance literature:: Multi-step reaction with 10 steps

1: 79 percent / LiBH₄ / methanol; tetrahydrofuran / 4 h / 0 °C

2: 88 percent / pTsOH / CH₂Cl₂ / 24 h / 20 °C

3: 27.4 g / Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

4: tetrahydrofuran / 1 h / 0 - 20 °C

5: 31.4 g / magnesium monoperoxy phthalate / ethanol / 0 °C

6: 24.1 g / CeCl₃*7H₂O; (COOH)2 / acetonitrile / 20 °C

7: 38.6 g / imidazole / dimethylformamide / 2 h / 20 °C

8: 85 percent / nBuLi / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

9: 76 percent / Jones' reagent / acetone / 6 h / 0 °C

10: 84 percent / Raney nickel / ethanol / Heating

With 1H-imidazole; lithium borohydride; n-butyllithium; jones' reagent; cerium(III) chloride; oxalic acid; nickel; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; triethylamine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1002/ejoc.200400709

Reference yield:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 856660-70-3
2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-hydroxysuccinimide; DCC / ethyl acetate / 20 °C

1.2: 81 percent / NaBH₄ / ethanol; tetrahydrofuran / 0.5 h / 0 °C

2.1: 92 percent / pTsOH / 48 h / 20 °C

3.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

4.1: 98 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 2 h / -78 - 20 °C

5.1: 85 percent / nBuLi / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

6.1: 76 percent / Jones' reagent / acetone / 6 h / 0 °C

7.1: 84 percent / Raney nickel / ethanol / Heating

With 1-hydroxy-pyrrolidine-2,5-dione; lithium aluminium tetrahydride; n-butyllithium; jones' reagent; oxalyl dichloride; nickel; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; acetone; 4.1: Swern oxidation;
DOI:10.1002/ejoc.200400709