(acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate

Base Information

• Chemical Name: (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate
• CAS No.: 854745-35-0
• Molecular Formula: C₃₀H₄₂N₂O₉S
• Molecular Weight: 606.737
• Mol file: 854745-35-0.mol

Synonyms:(acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate

Chemical Property of (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate

There total 5 articles about (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate 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: 88.0%

(4-(chlorosulfonyl)phenyl)methylene diacetate (69232-47-9) + (2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol (160232-08-6) → (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate (854745-35-0)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 23 ℃; for 4h;

DOI:10.1021/jm060561m

Reference yield:

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester (98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2) → (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate (854745-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / propan-2-ol / 6 h / Heating

2: 88 percent / iPr₂NEt; 4-(dimethylamino)pyridine / tetrahydrofuran / 4 h / 23 °C

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jm060561m

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate (854745-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / AcOH; H₂SO₄; CrO₃ / 0.5 h / 5 °C

2: 88 percent / iPr₂NEt; 4-(dimethylamino)pyridine / tetrahydrofuran / 4 h / 23 °C

With chromium(VI) oxide; dmap; sulfuric acid; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jm060561m

upstream raw materials:

(4-(chlorosulfonyl)phenyl)methylene diacetate

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

((1S,2R)-1-benzyl-2-hydroxy-3-{[4-(hydroxyiminomethyl)benzenesulfonyl](isobutyl)amino}propyl)carbamic acid tert-butyl ester

tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate

tert-butyl ((2S,3R)-4-((4-acetyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate