methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Base Information

Chemical Name:methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester
CAS No.:425622-87-3
Molecular Formula:C₂₂H₃₉NO₆SSi
Molecular Weight:473.706
Hs Code.:

methanesulfonic acid 2-<i>tert</i>-butoxycarbonylamino-1-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Synonyms:methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

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Chemical Property of methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

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Technology Process of methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

There total 9 articles about methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester 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: 96.0%

: 124-63-0
methanesulfonyl chloride

: 425622-85-1
(2R,3S)-3-(tert-butoxycarbonylamino)-1-(tert-butyldimethylsilyloxy)-4-phenylbutan-2-ol

: 425622-87-3
methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0040-4020(01)01152-8

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 425622-87-3
methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 525 mg / ethyldiisopropylamine / tetrahydrofuran / 2 h / 60 °C

2: 94 percent / H₂ / Pd(OH)2 / methanol / 5 h / 20 °C / atmospheric pressure

3: 95 percent / imidazole / dimethylformamide / 24 h / 20 °C

4: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1H-imidazole; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01152-8

Reference yield:

: 1589-82-8
phenylmagnesium bromide

: 425622-87-3
methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / diethyl ether / -30 °C

2: H₂ / Pd(OH)2/C / ethanol / 20 °C / 760 Torr

3: 525 mg / ethyldiisopropylamine / tetrahydrofuran / 2 h / 60 °C

4: 94 percent / H₂ / Pd(OH)2 / methanol / 5 h / 20 °C / atmospheric pressure

5: 95 percent / imidazole / dimethylformamide / 24 h / 20 °C

6: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1H-imidazole; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01152-8