tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate

Base Information

• Chemical Name: tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate
• CAS No.: 781650-74-6
• Molecular Formula: C₂₅H₄₁Br₂NO₄
• Molecular Weight: 579.413

Synonyms:tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate

Chemical Property of tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate

Chemical Property:

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Technology Process of tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate

There total 3 articles about tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate 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: 36.0%

2,5-dibromo-4-(2-ethylhexyloxy)phenol (781650-73-5) + (S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester (82010-31-9) → tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate (781650-74-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃;

DOI:10.1002/chem.200400097

Reference yield:

3-bromomethylheptane (18908-66-2) → tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate (781650-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / ethanol

1.2: 28 percent / ethanol / 22 h / Heating

2.1: 36 percent / triphenylphosphine; diethyl azodicarboxylate / toluene / 20 °C

With potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In ethanol; toluene; 1.2: Williamson etherification / 2.1: Mitsunobu reaction;

DOI:10.1002/chem.200400097

Reference yield:

2,5-dibromohydroquinone (14753-51-6) → tert-butyl [(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutyl]carbamate (781650-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / ethanol

1.2: 28 percent / ethanol / 22 h / Heating

2.1: 36 percent / triphenylphosphine; diethyl azodicarboxylate / toluene / 20 °C

With potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In ethanol; toluene; 1.2: Williamson etherification / 2.1: Mitsunobu reaction;

DOI:10.1002/chem.200400097

upstream raw materials:

2,5-dibromo-4-(2-ethylhexyloxy)phenol

(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester

3-bromomethylheptane

2,5-dibromohydroquinone

Downstream raw materials:

N-(1-ethylpropyl)-N'-[(1S)-(2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide

(1S)-[2,5-dibromo-4-(2-ethylhexyloxy)phenoxymethyl]-3-methylbutylamine

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