4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate

Base Information

• Chemical Name: 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate
• CAS No.: 221298-14-2
• Molecular Formula: C₃₁H₄₀N₂O₉S₂
• Molecular Weight: 648.799

Synonyms:4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate

Chemical Property of 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate

Chemical Property:

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Technology Process of 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate

There total 4 articles about 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate 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: 96.0%

p-toluenesulfonyl chloride (98-59-9) + 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethanol (221298-12-0) → 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate (221298-14-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1002/jhet.5570370403

Reference yield:

dimethyl 4-hydroxypyridine-2,6-dicarboxylate (19872-91-4) → 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate (221298-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / PPh₃; DEAD / tetrahydrofuran / 24 h / 20 °C

2: 76 percent / NaBH₄ / ethanol / 2 h / Heating

3: 96 percent / aq. NaOH / tetrahydrofuran / 4 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 1: Alkylation / 2: Reduction / 3: Tosylation;

DOI:10.1002/jhet.5570370403

Reference yield:

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) → 4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethyl ditosylate (221298-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / PPh₃; DEAD / tetrahydrofuran / 24 h / 20 °C

2: 76 percent / NaBH₄ / ethanol / 2 h / Heating

3: 96 percent / aq. NaOH / tetrahydrofuran / 4 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 1: Alkylation / 2: Reduction / 3: Tosylation;

DOI:10.1002/jhet.5570370403

upstream raw materials:

p-toluenesulfonyl chloride

4-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]pyridine-2,6-dimethanol

dimethyl 4-hydroxypyridine-2,6-dicarboxylate

N-(tert-butyloxycarbonyl)-5-aminopentanol

Downstream raw materials:

14-[5-(tert-butoxycarbonyl)amino-1-pentanoxyl]-3,6,10-tris(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

14-[5-(1-pyrenecarbonyl)amino-1-pentanoxyl]-3,6,10-tris(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

14-(5-amino-1-pentanoxyl)-3,6,10-tris(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

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