4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

Base Information

Chemical Name:4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester
CAS No.:136898-35-6
Molecular Formula:C₂₇H₄₅NO₇Si
Molecular Weight:523.742
Hs Code.:

Synonyms:4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

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Chemical Property of 4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

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Technology Process of 4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

There total 11 articles about 4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl 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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 4-[(S)-1-((S)-tert-Butoxycarbonylamino-carboxy-methyl)-2-methyl-propoxy]-benzoic acid tert-butyl ester

: 136898-35-6
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

Guidance literature:: With dmap; N-cyclohexylcarbodiimide; In diethyl ether; at -20 - 20 ℃; for 20h; Yield given;
DOI:10.1039/c39910001002

Reference yield:

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

: 136898-35-6
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 4-dimethylaminopyridine (DMAP), Et₃N / tetrahydrofuran / 4 h / 20 °C

2: 87 percent / Cs₂CO₃ / methanol / 5 h / 20 °C

3: pyridinium dichromate (PDC) / dimethylformamide / 40 h / 20 °C

4: DMAP, cyclohexylcarbodiimide (DCC) / diethyl ether / 20 h / -20 - 20 °C

With dmap; dipyridinium dichromate; N-cyclohexylcarbodiimide; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/c39910001002

Reference yield:

: 136983-35-2
(R)-4-((S)-1-Hydroxy-2-methyl-propyl)-oxazolidin-2-one

: 136898-35-6
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / pyridine / 72 h / -10 - 20 °C

2: 93 percent / hexamethylphosphoric acid triamide / 5 h / 90 °C

3: 100 percent / 4-dimethylaminopyridine (DMAP), Et₃N / tetrahydrofuran / 4 h / 20 °C

4: 87 percent / Cs₂CO₃ / methanol / 5 h / 20 °C

5: pyridinium dichromate (PDC) / dimethylformamide / 40 h / 20 °C

6: DMAP, cyclohexylcarbodiimide (DCC) / diethyl ether / 20 h / -20 - 20 °C

With pyridine; dmap; dipyridinium dichromate; N-cyclohexylcarbodiimide; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/c39910001002