toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester

Base Information

• Chemical Name: toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester
• CAS No.: 213772-10-2
• Molecular Formula: C₂₅H₃₅NO₅S
• Molecular Weight: 461.623
• Mol file: 213772-10-2.mol

Synonyms:toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester

Chemical Property of toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester

There total 6 articles about toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl 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: 53.0%

p-toluenesulfonyl chloride (98-59-9) + tert-butyl benzyl(6-hydroxyhexyl)carbamate (213771-45-0) → toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester (213772-10-2)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1016/S0968-0896(00)00055-9

Reference yield:

6-amino-1-hexanol (4048-33-3) → toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester (213772-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O; diethyl ether / 20 °C

2: NaBH₄ / ethanol / 0 - 20 °C

3: CH₂Cl₂ / 3 h / 20 °C

4: Et₃N / diethyl ether

With sodium tetrahydroborate; triethylamine; In diethyl ether; ethanol; dichloromethane; water; 1: Condensation / 2: Reduction / 3: Substitution / 4: Tosylation;

DOI:10.1080/15257770008035031

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → toluene-4-sulfonic acid 6-(benzyl-tert-butoxycarbonyl-amino)-hexyl ester (213772-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 3 h / 20 °C

2: Et₃N / diethyl ether

With triethylamine; In diethyl ether; dichloromethane; 1: Substitution / 2: Tosylation;

DOI:10.1080/15257770008035031

upstream raw materials:

p-toluenesulfonyl chloride

tert-butyl benzyl(6-hydroxyhexyl)carbamate

6-amino-1-hexanol

di-tert-butyl dicarbonate

Downstream raw materials:

[5-(benzyl-{3-[benzyl-(6-{[6-(benzyl-tert-butoxycarbonyl-amino)-hexyl]-tert-butoxycarbonyl-amino}-hexanoyl)-amino]-2-oxo-propyl}-carbamoyl)-pentyl]-[6-(benzyl-tert-butoxycarbonyl-amino)-hexyl]-carbamic acid tert-butyl ester

N-(N'-benzyl-N'-tert-butoxycarbonyl-6-aminohexyl)-N-tert-butoxycarbonyl-6-aminohexanoic acid

[6-(benzyl-tert-butoxycarbonyl-amino)-hexyl]-(6-hydroxy-hexyl)-carbamic acid tert-butyl ester