3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

Base Information

Chemical Name:3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester
CAS No.:627099-27-8
Molecular Formula:C₁₆H₂₃NO₆
Molecular Weight:325.362
Hs Code.:

Synonyms:3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

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Chemical Property of 3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

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Technology Process of 3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

There total 6 articles about 3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl 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: 66.0%

: 627099-15-4
1,1-dimethylethyl (R)-2,2-dimethyl-4-[[3-(methoxycarbonyl)phenoxy]methyl]-3-oxazolidinecarboxylate

: 627099-27-8
3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 18h;
DOI:10.1021/ol0353215

Reference yield:

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

: 627099-27-8
3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / NaOH / H₂O; dioxane / 12 h / 20 °C

2: 95 percent / K₂CO₃ / dimethylformamide / 20 h / 20 °C

3: 92 percent / p-toluenesulfonic acid / toluene / 20 h / Heating

4: 84 percent / LiAlH₄ / diethyl ether / 1 h / Heating

5: 70 percent / triphenylphosphine; diethyl azodicarboxylate / toluene / 18 h / 80 °C

6: 66 percent / p-toluenesulfonic acid / methanol / 18 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0353215

Reference yield:

: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

: 627099-27-8
3-(2-tert-butoxycarbonylamino-3-hydroxypropoxy)benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / K₂CO₃ / dimethylformamide / 20 h / 20 °C

2: 92 percent / p-toluenesulfonic acid / toluene / 20 h / Heating

3: 84 percent / LiAlH₄ / diethyl ether / 1 h / Heating

4: 70 percent / triphenylphosphine; diethyl azodicarboxylate / toluene / 18 h / 80 °C

5: 66 percent / p-toluenesulfonic acid / methanol / 18 h / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In methanol; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0353215