(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

Base Information

Chemical Name:(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid
CAS No.:174464-37-0
Molecular Formula:C₁₉H₂₇NO₅S₂
Molecular Weight:413.559
Hs Code.:

Synonyms:(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

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Chemical Property of (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

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Technology Process of (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

There total 4 articles about (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic 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: 92.0%

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

: (S)-2-amino-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid hydrochloride

: 174464-37-0
(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

Guidance literature:: With triethylamine; In tetrahydrofuran; water; for 17h; Ambient temperature;
DOI:10.1021/jo951754c

Reference yield:

: (S)-2-tert-Butoxycarbonylamino-5-(4-methoxy-phenyl)-5-oxo-pentanoic acid tert-butyl ester

: 174464-37-0
(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / triflic acid / CH₂Cl₂ / 1 h / Ambient temperature

2: 49 percent / BF₃*Et₂O / 1) 0 deg C, 15 min; 2) rt, 2 h

3: 90 percent / HCl / ethyl acetate; CH₂Cl₂ / 16 h / Ambient temperature

4: 92 percent / Et₃N / tetrahydrofuran; H₂O / 17 h / Ambient temperature

With hydrogenchloride; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo951754c

Reference yield:

: 174464-30-3
tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dioxolanyl)>-5-(4-methoxyphenyl)pentanoate

: 174464-37-0
(S)-2-((tert-butoxycarbonyl)amino)-5-<2,2-(1,3-dithiolanyl)>-5-(4-methoxyphenyl)pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 49 percent / BF₃*Et₂O / 1) 0 deg C, 15 min; 2) rt, 2 h

2: 90 percent / HCl / ethyl acetate; CH₂Cl₂ / 16 h / Ambient temperature

3: 92 percent / Et₃N / tetrahydrofuran; H₂O / 17 h / Ambient temperature

With hydrogenchloride; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo951754c