(S)-N-(4-methoxybenzyl)glutamic acid

Base Information

Chemical Name:(S)-N-(4-methoxybenzyl)glutamic acid
CAS No.:152500-25-9
Molecular Formula:C₁₃H₁₇NO₅
Molecular Weight:267.282
Hs Code.:

Synonyms:(S)-N-(4-methoxybenzyl)glutamic acid

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Chemical Property of (S)-N-(4-methoxybenzyl)glutamic acid

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Technology Process of (S)-N-(4-methoxybenzyl)glutamic acid

There total 1 articles about (S)-N-(4-methoxybenzyl)glutamic 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: 43.0%

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 123-11-5
4-methoxy-benzaldehyde

: 152500-25-9
(S)-N-(4-methoxybenzyl)glutamic acid

Guidance literature:: With sodium hydroxide; sodium tetrahydroborate; In water; for 3.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield: 88.0%

: 64-17-5
ethanol

: 152500-25-9
(S)-N-(4-methoxybenzyl)glutamic acid

: 152500-20-4
(S)-5-ethoxycarbonyl-1-(4-methoxybenzyl)-2-pyrrolidinone

Guidance literature:: With thionyl chloride; for 3h; Heating;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield:

: 152500-25-9
(S)-N-(4-methoxybenzyl)glutamic acid

: 152500-28-2
(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-formyl-3-methoxymethoxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 14 steps

1: 88 percent / thionyl chloride / 3 h / Heating

2: 95 percent / lithium chloride, sodium borohydride / ethanol; tetrahydrofuran / 2 h / Ambient temperature

3: 96 percent / NaH / dimethylformamide; paraffin / 1 h / Ambient temperature

4: 83 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

5: 98 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

6: 99 percent / 3 h / 75 °C

7: 89 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

8: 81 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

9: 82 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / Ambient temperature

10: diisobutylaluminium hydride / hexane; tetrahydrofuran / 1 h / -78 °C

11: pyridinium p-toluenesulfonate / 3 h / Ambient temperature

12: 69 percent / boron trifluoride etherate / CH₂Cl₂ / 1 h / -78 °C

13: 61 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

14: 100 percent / potassium carbonate / methanol / 2 h / Heating

With hydrogenchloride; dmap; sodium tetrahydroborate; thionyl chloride; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetic acid; triethylamine; N,N-dimethyl-formamide; toluene; acetonitrile; paraffin;
DOI:10.1016/S0040-4020(01)80643-8