N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

Base Information

Chemical Name:N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate
CAS No.:1007393-35-2
Molecular Formula:C₃₅H₄₃N₃O₆
Molecular Weight:601.743
Hs Code.:

N-[ethylamino(NHFmoc)-C<sup>γ</sup>(S)(NHBoc)aminobutyl] benzylglycinate

Synonyms:N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

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Chemical Property of N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

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Technology Process of N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

There total 8 articles about N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate 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: 46.0%

: 1738-76-7
glycine benzyl ester p-toluenesulfonic acid salt

: 146803-44-3
tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate

: 1007393-35-2
N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

Guidance literature:: glycine benzyl ester p-toluenesulfonic acid salt; tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate; In methanol; at 0 ℃; for 0.5h;

With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 23 ℃; Further stages.;
DOI:10.1016/j.tet.2007.03.033

Reference yield: 37.0%

: 1738-68-7
Gly-OBz

: 146803-44-3
tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate

: 1007393-35-2
N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

Guidance literature:: Gly-OBz; tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate; With N-ethyl-N,N-diisopropylamine; In ethanol; Cooling with ice;

With sodium cyanoborohydride; In ethanol; for 4h;
DOI:10.1021/acs.joc.0c00601

Reference yield:

: Fmoc-Lys(Boc)-SPh

: 1007393-35-2
N-[ethylamino(NHFmoc)-C^γ(S)(NHBoc)aminobutyl] benzylglycinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / Et₃SiH / Pd/C / CH₂Cl₂ / 1.5 h / 23 °C

2.1: methanol / 0.5 h / 0 °C

2.2: 46 percent / NaCNBH₃; acetic acid / methanol / 0 - 23 °C

With triethylsilane; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.tet.2007.03.033