5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid

Base Information

• Chemical Name: 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid
• CAS No.: 1192262-33-1
• Molecular Formula: C₁₅H₂₄BNO₆
• Molecular Weight: 325.17

Synonyms:5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid

Chemical Property of 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid

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Technology Process of 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid

There total 2 articles about 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid 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%

potassium (5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenyl)trifluoroborate → 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid (1192262-33-1)

Guidance literature:

potassium (5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenyl)trifluoroborate; With water; lithium hydroxide; In acetonitrile; at 20 ℃; for 20h;

With hydrogenchloride; ammonium chloride; In water; acetonitrile;

DOI:10.1021/jo901744y

Reference yield: 88.0%

tert-butyl 4-(methoxymethoxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethylcarbamate (1192262-32-0) → 5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid (1192262-33-1)

Guidance literature:

With sodium periodate; ammonium acetate; water; In acetone; at 20 ℃; for 15h;

DOI:10.1021/jo901744y

Reference yield: 61.0%

5-(2-(tert-butoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenylboronic acid (1192262-33-1) + Cbz-MeHis-OMe (133999-80-1) → (S)-methyl 2-((benzyloxycarbonyl)(methyl)amino)-3-(1-(5-(2-(tertbutoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenyl)-1H-imidazol-4-yl)propanoate (1192262-31-9)

Guidance literature:

With [Cu(OH)TMEDA]2Cl₂; In dichloromethane; for 36h; regioselective reaction;

DOI:10.1021/jo901744y

upstream raw materials:

tert-butyl 4-(methoxymethoxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethylcarbamate

Downstream raw materials:

(S)-methyl 2-((benzyloxycarbonyl)(methyl)amino)-3-(1-(5-(2-(tertbutoxycarbonylamino)ethyl)-2-(methoxymethoxy)phenyl)-1H-imidazol-4-yl)propanoate

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