N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester
CAS No.:943531-09-7
Molecular Formula:C₂₄H₂₇N₃O₁₀
Molecular Weight:517.492
Hs Code.:

Synonyms:N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

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Chemical Property of N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

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Technology Process of N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

There total 3 articles about N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine 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: 63.0%

: 7693-46-1
4-Nitrophenyl chloroformate

: 30735-47-8
N-benzyloxycarbonyl-L-serinylglycine tert-butyl ester

: 943531-09-7
N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

Guidance literature:: With pyridine; In acetonitrile; at 0 ℃; for 3h;
DOI:10.1139/V07-011

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 943531-09-7
N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / TBTU; diisopropylethylamine / acetonitrile / 20 °C

2: 63 percent / pyridine / acetonitrile / 3 h / 0 °C

With pyridine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile;
DOI:10.1139/V07-011

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 943531-09-7
N-benzyloxycarbonyl-O-(p-nitrophenoxycarbonyl)-L-serinylglycine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / sodium bicarbonate / H₂O / 0 - 20 °C

2: 94 percent / TBTU; diisopropylethylamine / acetonitrile / 20 °C

3: 63 percent / pyridine / acetonitrile / 3 h / 0 °C

With pyridine; sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In water; acetonitrile;
DOI:10.1139/V07-011