N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine

Base Information

• Chemical Name: N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine
• CAS No.: 1353055-34-1
• Molecular Formula: C₃₂H₄₄N₂O₈S₂
• Molecular Weight: 648.842

Synonyms:N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine

Chemical Property of N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine

Chemical Property:

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Technology Process of N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine

There total 2 articles about N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine 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: 86.0%

6-methyl-2-heptyne-1,4-diol (1353055-32-9) + N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) → N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine (1353055-34-1)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/om200927f

Reference yield:

isovaleraldehyde (590-86-3) → N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine (1353055-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C

1.2: -78 - 20 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

With n-butyllithium; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2.1: Mitsunobu reaction;

DOI:10.1021/om200927f

Reference yield: 92.0%

N,N'-bis(tertbutyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine (1353055-34-1) → N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine (1353055-36-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 9.5h;

DOI:10.1021/om200927f

upstream raw materials:

6-methyl-2-heptyne-1,4-diol

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

isovaleraldehyde

Downstream raw materials:

N,N'-bis[(4-methylphenyl)sulfonyl]-1-isobutyl-2-butyne-1,4-diamine

2-isobutyl-1,6,11-tris[(4-methylphenyl)sulfonyl]-1,6,11-triazacyclopentadeca-3,8,13-triyne

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