2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester

Base Information

• Chemical Name: 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester
• CAS No.: 1026153-59-2
• Molecular Formula: C₂₂H₂₈N₂O₇S
• Molecular Weight: 464.54

Synonyms:2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester

Chemical Property of 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester

There total 4 articles about 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid 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:

D-valine t-butyl ester (2528-15-6,6070-59-3,13211-31-9,21691-52-1) + 4-benzyloxy-2-nitrobenzenesulfonyl chloride (238405-67-9) → 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester (1026153-59-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/jm020475w

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester (1026153-59-2)

Guidance literature:

Multi-step reaction with 3 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: diisopropylethylamine / CH₂Cl₂ / 0 °C

With hydrogenchloride; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm020475w

Reference yield:

4-benzyloxy-2-nitroaniline (26697-35-8) → 2-(4-benzyloxy-2-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester (1026153-59-2)

Guidance literature:

Multi-step reaction with 2 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: diisopropylethylamine / CH₂Cl₂ / 0 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium nitrite; In dichloromethane;

DOI:10.1021/jm020475w

upstream raw materials:

D-valine t-butyl ester

4-benzyloxy-2-nitrobenzenesulfonyl chloride

4-hydroxy-2-nitroaniline

4-benzyloxy-2-nitroaniline

Downstream raw materials:

2-[7-(3,5-dimethoxy-benzyloxy)-1,1-dioxo-1,3,4,5-tetrahydro-1λ⁶-benzo[f][1,2,5]thiadiazepin-2-yl]-3-methyl-butyric acid tert-butyl ester

2-[(2-amino-4-benzyloxy-benzenesulfonyl)-(2-bromo-ethyl)-amino]-3-methyl-butyric acid tert-butyl ester

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