1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

Base Information

• Chemical Name: 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate
• CAS No.: 124288-74-0
• Molecular Formula: C₁₆H₂₆N₂O₄S
• Molecular Weight: 342.459
• Mol file: 124288-74-0.mol

Synonyms:1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

Chemical Property of 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

There total 4 articles about 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate 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:

N2-[(4-methylphenyl)sulfonyl]-N5-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-dimethylethyl ester → 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate (124288-74-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h;

Reference yield:

α-N-tosyl-δ-N-carbobenzoxyornthine (110414-90-9) → 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate (124288-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CHCl₃ / 22 h / 22 °C

2: 99 percent / H₂ / 10percent Pd/C / methanol / 3102.9 Torr

With hydrogen; palladium on activated charcoal; In methanol; chloroform;

DOI:10.1021/jo00290a028

Reference yield:

N5-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-dimethylethyl ester hydrochloride (161234-80-6) → 1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate (124288-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / acetone / 16 h / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; In ethanol; acetone;

upstream raw materials:

α-N-tosyl-δ-N-carbobenzoxyornthine

N⁵-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-dimethylethyl ester hydrochloride

p-toluenesulfonyl chloride

Downstream raw materials:

(2S,5S)-5-((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

(2R)-cis-methyl <5-deoxy-5-<5-(1,1-dimethylethoxy)-carbonyl>-1-<(4-methylphenyl)sulfonyl>-2-pyrrolidinyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranoside

1,1-dimethylethyl 6(S)-azido-5,6,7,8,9-pentadeoxy-9(S)-<<(4-methylphenyl)sulfonyl>amino>-1,2,3-tri-O-acetyl-β-D-ribo-decofuranuronate

(2S,5S)-5-Azido-2-(toluene-4-sulfonylamino)-6-((2R,3R,4R,5R)-3,4,5-triacetoxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester