methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

Base Information

• Chemical Name: methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate
• CAS No.: 226212-77-7
• Molecular Formula: C₂₆H₃₄N₂O₈S
• Molecular Weight: 534.631

Synonyms:methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

Chemical Property of methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

Chemical Property:

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Technology Process of methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

There total 6 articles about methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate 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: 87.0%

bromoacetic acid tert-butyl ester (5292-43-3) + methyl (2S) 2-N-tosyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (110662-68-5) → methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (226212-77-7)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(99)00130-1

Reference yield:

methyl (2S) 4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (55528-35-3) → methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (226212-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 87 percent / 18-crown-6, K₂CO₃ / acetonitrile / 24 h / 20 °C

With 18-crown-6 ether; potassium carbonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(99)00130-1

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → methyl (2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate (226212-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 87 percent / 18-crown-6, K₂CO₃ / acetonitrile / 24 h / 20 °C

With 18-crown-6 ether; potassium carbonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(99)00130-1

upstream raw materials:

bromoacetic acid tert-butyl ester

methyl (2S) 2-N-tosyl-4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

methyl (2S) 4-N-benzyloxycarbonyl-(2,4)-diaminobutyrate

p-toluenesulfonyl chloride

Downstream raw materials:

(2S) 2-N-tosyl-2-N-tert-butylcarboxymethyl-(2,4)-diaminobutyric acid

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