N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

Base Information

Chemical Name:N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester
CAS No.:238405-70-4
Molecular Formula:C₁₉H₂₃BrN₂O₅S
Molecular Weight:471.372
Hs Code.:

Synonyms:N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

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Chemical Property of N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

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Technology Process of N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

There total 6 articles about N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl 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: 39.0%

: 238405-69-1
N-(4-benzyloxy-2-nitrobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

: 238405-70-4
N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

Guidance literature:: With iron; acetic acid; at 60 ℃; for 1h;
DOI:10.1021/jm020475w

Reference yield:

: 610-81-1
4-hydroxy-2-nitroaniline

: 238405-70-4
N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butoxide / dimethylformamide / 0.5 h / 0 °C

1.2: 81 percent / dimethylformamide / 0.5 h / 0 °C

2.1: TFA; aq. HCl; NaNO₂ / 0.08 h / 0 °C

2.2: 75 percent / aq. AcOH; H₂SO₃; CuCl₂ / CuCl / 0.58 h / 20 °C

3.1: 66 percent / diisopropylethylamine / CH₂Cl₂ / 0 °C

4.1: 85 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

5.1: 39 percent / aq. AcOH; Fe / 1 h / 60 °C

With hydrogenchloride; potassium tert-butylate; iron; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium nitrite; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Mitsunobu reaction;
DOI:10.1021/jm020475w

Reference yield:

: 26697-35-8
4-benzyloxy-2-nitroaniline

: 238405-70-4
N-(4-benzyloxy-2-aminobenzenesulfonyl)-N-(bromoethylene)-D-alanine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: TFA; aq. HCl; NaNO₂ / 0.08 h / 0 °C

1.2: 75 percent / aq. AcOH; H₂SO₃; CuCl₂ / CuCl / 0.58 h / 20 °C

2.1: 66 percent / diisopropylethylamine / CH₂Cl₂ / 0 °C

3.1: 85 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 °C

4.1: 39 percent / aq. AcOH; Fe / 1 h / 60 °C

With hydrogenchloride; iron; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium nitrite; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3.1: Mitsunobu reaction;
DOI:10.1021/jm020475w