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
• Mol file: 1007393-35-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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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%

glycine benzyl ester p-toluenesulfonic acid salt (1738-76-7) + tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate (146803-44-3) → N-[ethylamino(NHFmoc)-Cγ(S)(NHBoc)aminobutyl] benzylglycinate (1007393-35-2)

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%

Gly-OBz (1738-68-7) + tert-butyl (S)-5-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-oxohexyl-carbamate (146803-44-3) → N-[ethylamino(NHFmoc)-Cγ(S)(NHBoc)aminobutyl] benzylglycinate (1007393-35-2)

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 → N-[ethylamino(NHFmoc)-Cγ(S)(NHBoc)aminobutyl] benzylglycinate (1007393-35-2)

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

upstream raw materials:

glycine benzyl ester p-toluenesulfonic acid salt

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

Fmoc-Lys(tert-butoxycarbonyl)

benzyl 2-aminoacetate hydrochloride

Downstream raw materials:

C₅₁H₇₈N₁₀O₆

C₃₇H₄₅N₃O₇