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

Base Information

• Chemical Name: tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
• CAS No.: 605653-52-9
• Molecular Formula: C₂₆H₃₆N₂O₆S
• Molecular Weight: 504.648
• Mol file: 605653-52-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-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: 98.0%

(acetyloxy)(4-{[{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}(isobutyl)amino]sulfonyl}phenyl)methyl Acetate (854745-35-0) → tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (605653-52-9)

Guidance literature:

With potassium carbonate; In methanol; at 23 ℃; for 1h;

DOI:10.1002/cmdc.201700614

Reference yield: 87.0%

tert-butyl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-vinylphenylsulfonamido)-1-phenylbutan-2-yl)carbamate (854739-70-1) → tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (605653-52-9)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 25 ℃; for 16h;

Reference yield:

(4-(chlorosulfonyl)phenyl)methylene diacetate (69232-47-9) → tert-butyl ((2S,3R)-4-((4-formyl-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (605653-52-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / iPr₂NEt; 4-(dimethylamino)pyridine / tetrahydrofuran / 4 h / 23 °C

2: 95 percent / K₂CO₃ / methanol / 0.33 h / 23 °C

With dmap; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1021/jm060561m

upstream raw materials:

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

(4-(chlorosulfonyl)phenyl)methylene diacetate

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

p-toluenesulfonyl chloride

Downstream raw materials:

C₂₆H₃₈N₂O₆S

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

C₂₁H₃₀N₂O₄S