(S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol

Base Information

• Chemical Name: (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol
• CAS No.: 1068142-16-4
• Molecular Formula: C₂₅H₂₆F₁₇NO₄
• Molecular Weight: 727.459

Synonyms:(S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol

Chemical Property of (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol

Chemical Property:

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Technology Process of (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol

There total 2 articles about (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol 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: 94.0%

N-(tert-butyloxycarbonyl)-L-tyrosinol (83345-46-4,282100-80-5) + toluene-4-sulfonic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl ester (228570-07-8) → (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol (1068142-16-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 70 ℃; for 24h;

DOI:10.1016/j.tet.2015.09.024

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 4-[(2S)-2-amino-3-hydroxypropyl]phenol (5034-68-4) → (S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol (1068142-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / 1,4-dioxane / 5 h / 20 °C

2: potassium carbonate / acetonitrile / 24 h / 70 °C

With potassium carbonate; sodium hydroxide; In 1,4-dioxane; acetonitrile;

DOI:10.1016/j.tet.2015.09.024

Reference yield: 98.0%

(S)-2-(tert-butoxycarbonylamino)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy) phenyl]-1-propanol (1068142-16-4) + methanesulfonyl chloride (124-63-0) → C26H28F17NO6S (1363786-69-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1039/c2ob06955e

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-tyrosinol

toluene-4-sulfonic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl ester

di-tert-butyl dicarbonate

4-[(2S)-2-amino-3-hydroxypropyl]phenol

Downstream raw materials:

(S)-3-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecoxy)phenyl]-2-(methanesulfonylamino)propyl methanesulfonate

C₂₅H₂₅F₁₇N₄O₃

C₂₀H₁₇F₁₇N₄O

C₂₁H₁₆F₂₀N₄O₃S

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