(2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester
• CAS No.: 206555-15-9
• Molecular Formula: C₂₅H₃₉BrN₂O₅
• Molecular Weight: 527.499
• Mol file: 206555-15-9.mol

Synonyms:(2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester

Chemical Property of (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester

There total 5 articles about (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl 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: 75.0%

L-tyrosine-N-methyl amide hydrochloride + (2R,3S)-6-bromo-3-(tert-butoxycarbonyl)-2-isobutylhexanoic acid (191406-77-6) → (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester (206555-15-9)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate;

DOI:10.1021/jm970849z

Reference yield:

Benzyl 3S-(3-bromopropyl)-3-t-butoxycarbonyl-2(R)-isobutylpropanoate (191406-76-5) → (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester (206555-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd-C

2: 75 percent / TBTU

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; palladium on activated charcoal;

DOI:10.1021/jm970849z

Reference yield:

4-benzyl 1-tert-butyl (2S,3R)-2-(3-hydroxypropyl)-3-isobutylbutanedioate (191406-75-4) → (2S,3R)-2-(3-Bromo-propyl)-3-[(S)-2-(4-hydroxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester (206555-15-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / CBr₄, Ph₃P

2: 99 percent / H₂ / Pd-C

3: 75 percent / TBTU

With carbon tetrabromide; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triphenylphosphine; palladium on activated charcoal;

DOI:10.1021/jm970849z

upstream raw materials:

(2R,3S)-6-bromo-3-(tert-butoxycarbonyl)-2-isobutylhexanoic acid

Benzyl 3S-(3-bromopropyl)-3-t-butoxycarbonyl-2(R)-isobutylpropanoate

4-benzyl 1-tert-butyl (2S,3R)-2-(3-hydroxypropyl)-3-isobutylbutanedioate

(2R,3S)-3-(tert-butoxycarbonyl)-2-isobutylhex-5-enoic acid benzyl ester

Downstream raw materials:

(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-6,10-dicarboxylic acid 6-(benzyloxy-amide) 10-methylamide