2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester
CAS No.:370865-62-6
Molecular Formula:C₃₇H₃₈N₂O₅S
Molecular Weight:622.785
Hs Code.:

2-<i>tert</i>-butoxycarbonylamino-3-(9<i>H</i>-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid <i>S</i>-<i>p</i>-tolyl ester

Synonyms:2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

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Chemical Property of 2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

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Technology Process of 2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

There total 5 articles about 2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl 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: 97.0%

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

: 370865-65-9
2-amino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

: 370865-62-6
2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

Guidance literature:: In tetrahydrofuran; for 15h; Heating;
DOI:10.1055/s-2001-16047 DOI:10.1055/s-2002-34851

Reference yield:

: 150640-22-5
<(4-methylphenyl)thio>nitromethane

: 370865-62-6
2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tBuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.25 h / 0 °C

1.2: tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: MeSO₂Cl; iPr₂NEt / CH₂Cl₂ / 5 h / -78 - 20 °C

3.1: tBuOOLi / toluene; hexane / 2 h / -78 °C

3.2: aq. NH₄Cl / toluene; hexane / -78 - 20 °C

3.3: 35 percent / aq. NH₃ / toluene; hexane; CH₂Cl₂ / 15 h / 0 °C

4.1: 97 percent / tetrahydrofuran / 15 h / Heating

With potassium tert-butylate; lithium tert-butyl hydroperoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1.2: Henry reaction;
DOI:10.1055/s-2002-34851

Reference yield:

: 146803-43-2
Fmoc-Phe-H

: 370865-62-6
2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenyl-thiobutyric acid S-p-tolyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tBuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0.25 h / 0 °C

1.2: tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / 20 °C

2.1: MeSO₂Cl; iPr₂NEt / CH₂Cl₂ / 5 h / -78 - 20 °C

3.1: tBuOOLi / toluene; hexane / 2 h / -78 °C

3.2: aq. NH₄Cl / toluene; hexane / -78 - 20 °C

3.3: 35 percent / aq. NH₃ / toluene; hexane; CH₂Cl₂ / 15 h / 0 °C

4.1: 97 percent / tetrahydrofuran / 15 h / Heating

With potassium tert-butylate; lithium tert-butyl hydroperoxide; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol; 1.2: Henry reaction;
DOI:10.1055/s-2002-34851