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

Base Information

Chemical Name:(2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic acid
CAS No.:263023-30-9
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

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

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

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

There total 6 articles about (2S)-2-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-6-heptenoic 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: 72.0%

: (1-formyl-hex-5-enyl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester

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

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; tert-butyl alcohol; at 25 ℃; for 15h;
DOI:10.1016/S0957-4166(99)00525-X

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; tert-butyl alcohol; 1: Epoxidation / 2: Addition / 3: Acylation / 4: Oxidation / 5: Oxidation;
DOI:10.1016/S0957-4166(99)00525-X