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

Base Information

Chemical Name:4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid
CAS No.:136898-36-7
Molecular Formula:C₂₃H₃₇NO₇Si
Molecular Weight:467.635
Hs Code.:

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

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

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

There total 13 articles about 4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic 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: 88.0%

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

: 4-{(S)-1-[(S)-Amino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid

: 136898-36-7
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; at 20 ℃; for 4h;
DOI:10.1039/c39910001002

Reference yield:

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

: 136898-36-7
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: 100 percent / 6 M HCl / dioxane / 5 h / 0 - 20 °C

3: 88 percent / NaHCO₃ / dioxane / 4 h / 20 °C

With hydrogenchloride; dmap; N-cyclohexylcarbodiimide; sodium hydrogencarbonate; In 1,4-dioxane; diethyl ether;
DOI:10.1039/c39910001002

Reference yield:

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

: 136898-36-7
4-{(S)-1-[(S)-tert-Butoxycarbonylamino-(2-trimethylsilanyl-ethoxycarbonyl)-methyl]-2-methyl-propoxy}-benzoic acid

Guidance literature:: Multi-step reaction with 8 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

7: 100 percent / 6 M HCl / dioxane / 5 h / 0 - 20 °C

8: 88 percent / NaHCO₃ / dioxane / 4 h / 20 °C

With pyridine; hydrogenchloride; dmap; dipyridinium dichromate; N-cyclohexylcarbodiimide; sodium hydrogencarbonate; caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/c39910001002