(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

Base Information

Chemical Name:(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester
CAS No.:263023-31-0
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

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Chemical Property of (2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

Chemical Property:

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Technology Process of (2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

There total 7 articles about (2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic 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: 86.0%

: 263023-30-9
(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid

: 74-88-4
methyl iodide

: 263023-31-0
(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

Guidance literature:: With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1016/S0957-4166(99)00525-X

Reference yield:

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

: 263023-31-0
(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / NaHCO₃ / methanol / 4 h / Irradiation

2: aq. NaIO₄ / tetrahydrofuran / 2 h / 20 °C

3: 72 percent / sodium chlorite; 2-methyl-2-butene; aq. NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 15 h / 25 °C

4: 86 percent / KHCO₃ / dimethylformamide / 6 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium hydrogencarbonate; potassium hydrogencarbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Acylation / 2: Oxidation / 3: Oxidation / 4: Esterification;
DOI:10.1016/S0957-4166(99)00525-X

Reference yield:

: 62179-18-4
(2E)-octa-2,7-dien-1-ol

: 263023-31-0
(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tert-butyl hydroperoxide; 4 A molecular sieves; D-(-)-diisopropyl tartrate, titanium tetraisopropoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 3.5 h / -20 °C

2: titanium tetraisopropoxide / CH₂Cl₂ / 24 h / Heating

3: 56 percent / NaHCO₃ / methanol / 4 h / Irradiation

4: aq. NaIO₄ / tetrahydrofuran / 2 h / 20 °C

5: 72 percent / sodium chlorite; 2-methyl-2-butene; aq. NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 15 h / 25 °C

6: 86 percent / KHCO₃ / dimethylformamide / 6 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 4 A molecular sieve; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; potassium hydrogencarbonate; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Epoxidation / 2: Addition / 3: Acylation / 4: Oxidation / 5: Oxidation / 6: Esterification;
DOI:10.1016/S0957-4166(99)00525-X