4-(N-Tosyl-N-benzyloxy)aminobutylbromid

Base Information

• Chemical Name: 4-(N-Tosyl-N-benzyloxy)aminobutylbromid
• CAS No.: 55061-85-3
• Molecular Formula: C₁₈H₂₂BrNO₃S
• Molecular Weight: 412.348
• Mol file: 55061-85-3.mol

Synonyms:

Chemical Property of 4-(N-Tosyl-N-benzyloxy)aminobutylbromid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(N-Tosyl-N-benzyloxy)aminobutylbromid

There total 1 articles about 4-(N-Tosyl-N-benzyloxy)aminobutylbromid 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:

1,4-dibromo-butane (110-52-1) + O-benzyl-N-tosylhydroxylamine (1576-39-2) → 4-(N-Tosyl-N-benzyloxy)aminobutylbromid (55061-85-3)

Guidance literature:

With sodium ethanolate; In ethanol;

DOI:10.1246/bcsj.47.2672

Reference yield:

4-(N-Tosyl-N-benzyloxy)aminobutylbromid (55061-85-3) → Nε-Tosyl-Nε-benzyloxy-D-lysin (55024-58-3)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) NaOEt, EtOH, (ii) aq. HCl, AcOH

2: acetic acid

3: (enzymatic resolution)

4: aq. HCl / acetic acid

With hydrogenchloride; In acetic acid;

DOI:10.1246/bcsj.47.2672

Reference yield:

4-(N-Tosyl-N-benzyloxy)aminobutylbromid (55061-85-3) → (S)-Nε-(benzyloxy)lysine (55024-36-7)

Guidance literature:

Multi-step reaction with 5 steps

1: (i) NaOEt, EtOH, (ii) aq. HCl, AcOH

2: acetic acid

3: aq. NaOH, citric acid / (enzymatic catalysed transformation)

4: aq. HCl / acetic acid

5: HBr / acetic acid

With hydrogenchloride; sodium hydroxide; hydrogen bromide; citric acid; In acetic acid;

DOI:10.1246/bcsj.47.2672

upstream raw materials:

1,4-dibromo-butane

O-benzyl-N-tosylhydroxylamine

Downstream raw materials:

N^ε-Tosyl-N^ε-benzyloxy-DL-lysin

(S)-N^ε-(benzyloxy)lysine

N^α-Acetyl-N^ε-tosyl-N^ε-benzyloxy-L-lysin-anilid

(S)-N^ε-(benzyloxy)-N^ε-tosyllysine