(S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate

Base Information

• Chemical Name: (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate
• CAS No.: 1426447-02-0
• Molecular Formula: C₁₇H₂₅Br₂NO₅
• Molecular Weight: 483.197
• Mol file: 1426447-02-0.mol

Synonyms:(S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate

Chemical Property of (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate

There total 5 articles about (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)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: 91.0%

(S)-tert-butyl 1-(3,5-dibromo-4-methoxyphenyl)-3-hydroxypropan-2-ylcarbamate (1426447-01-9) + chloromethyl methyl ether (107-30-2) → (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate (1426447-02-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.079

Reference yield:

(S)-methyl 2-(N-tert-butoxycarbonyl)(amino)-3-(3,5-dibromo-4-methoxyphenyl)propanoate (139517-75-2) → (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate (1426447-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2013.02.079

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-tert-butyl (1-(3,5-dibromo-4-methoxyphenyl)-3-(methoxymethoxy)propan-2-yl)carbamate (1426447-02-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / methanol; water / 20 °C

2: potassium carbonate / acetonitrile / 5 h / 60 °C

3: lithium borohydride / tetrahydrofuran / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tet.2013.02.079

upstream raw materials:

di-tert-butyl dicarbonate

3,5-dibromo-L-tyrosine

N-[(1,1-dimethylethoxy)carbonyl]-3,5-dibromo-L-tyrosine

(S)-methyl 2-(N-tert-butoxycarbonyl)(amino)-3-(3,5-dibromo-4-methoxyphenyl)propanoate

Downstream raw materials:

C₁₇H₂₇NO₇

C₁₇H₂₇NO₆

C₁₇H₂₆BrNO₆