3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Base Information

Chemical Name:3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester
CAS No.:298692-93-0
Molecular Formula:C₂₇H₃₇N₃O₈S
Molecular Weight:563.672
Hs Code.:

Synonyms:3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

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Chemical Property of 3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

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Technology Process of 3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

There total 7 articles about 3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl 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: 100.0%

: 156185-89-6
tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate

: 168892-66-8
4-(2-((tert-butoxycarbonyl)amino)ethoxy)benzoic acid

: 298692-93-0
3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1021/jm000133v

Reference yield:

: 26690-80-2
2-(N-tert-butoxycarbonylamino)ethanol

: 298692-93-0
3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / PPh₃; DEAD / tetrahydrofuran; toluene / 20 h / 20 °C

2: 47 percent / 1 N NaOH / ethanol / 20 h / 20 °C

3: 100 percent / N-methylmorpholine; BOP / acetonitrile / 20 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; toluene; acetonitrile; 1: Condensation / 2: saponification / 3: Condensation;
DOI:10.1021/jm000133v

Reference yield:

: 156185-87-4
N-phenylsulfonyl-L-asparagine

: 298692-93-0
3-{4-[2-(N-BOC-amino)ethyloxy]benzoylamino}-2(S)-benzenesulfonylaminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 24 percent / aq. NaOH; Br₂ / 0.83 h / 0 - 90 °C

2: H₂SO₄ / 1,2-dimethoxy-ethane / 24 h / -78 °C

3: 100 percent / N-methylmorpholine; BOP / acetonitrile / 20 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; sulfuric acid; bromine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In 1,2-dimethoxyethane; acetonitrile; 1: Hofmann degradation / 2: Addition / 3: Condensation;
DOI:10.1021/jm000133v