benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

Base Information

Chemical Name:benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate
CAS No.:1095038-04-2
Molecular Formula:C₂₈H₂₆N₂O₄
Molecular Weight:454.525
Hs Code.:

Synonyms:benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

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Chemical Property of benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

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Technology Process of benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

There total 1 articles about benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate 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: 73.0%

: 1095037-77-6
benzyl (S)-4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-formamidopentanoate

: 1095038-04-2
benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

Guidance literature:: With Burgess Reagent; In dichloromethane; at 50 ℃;
DOI:10.1021/jo801527d

Reference yield: 86.0%

: 56-41-7,25191-17-7,18875-37-1
L-alanin

: 1095038-04-2
benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

: 630-19-3
pivalaldehyde

: 76-05-1
trifluoroacetic acid

: 75-65-0
tert-butyl alcohol

: benzyl 4-(((9H-fluoren-9-yl)methoxy)carbonyl)-5-(2-(N-(1-tert-butoxy-1-oxopropan-2-yl)-2,2,2-trifluoroacetamido)-3,3-dimethylbutanamido)pentanoate

Guidance literature:: L-alanin; pivalaldehyde; trifluoroacetic acid; tert-butyl alcohol; at 20 ℃; for 0.333333h;

benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate; at 20 ℃; for 1.6h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2011.12.037

Reference yield:

: 1095038-04-2
benzyl (S)-4-[((9H-fluoren-9-yl)methoxy)carbonylamino]-5-isocyanopentanoate

: 630-19-3
pivalaldehyde

: C₃₆H₄₂N₂O₇

: (S)-benzyl (4S)-4-(((9H-fluoren-9-yl)methoxy)carbonyl)-5-(2-(1-tert-butoxy-1-oxopropan-2-ylamino)-3,3-dimethylbutanamido)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 0.33 h / 20 °C

1.2: 1.6 h / 20 °C

2.1: toluene-4-sulfonic acid / methanol / 0.5 h / 50 °C

2.2: 20 °C

With toluene-4-sulfonic acid; In methanol; 1.2: Ugi reaction;
DOI:10.1016/j.tet.2011.12.037