2-amino-5-oxo-5-propan-2-yloxy-pentanoic acid

Base Information

• Chemical Name: 2-amino-5-oxo-5-propan-2-yloxy-pentanoic acid
• CAS No.: 16652-44-1
• Molecular Formula: C8H15 N O4
• Molecular Weight: 189.21
• Hs Code.: 2922509090
• Mol file: 16652-44-1.mol

Synonyms:Glutamicacid, 5-isopropyl ester, L- (8CI); L-Glutamic acid 5-isopropyl ester; NSC 16886

Chemical Property of 2-amino-5-oxo-5-propan-2-yloxy-pentanoic acid

Chemical Property:

• Vapor Pressure: 3.23E-05mmHg at 25°C
• Boiling Point: 330.5°Cat760mmHg
• Flash Point: 153.7°C
• PSA: 89.62000
• Density: 1.159g/cm³
• LogP: 0.83040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-5-oxo-5-propan-2-yloxy-pentanoic acid

There total 1 articles about 2-amino-5-oxo-5-propan-2-yloxy-pentanoic acid 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:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + isopropyl alcohol (67-63-0,8013-70-5) → L-glutamic acid 5-isopropyl ester (16652-44-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1246/bcsj.40.2164

Reference yield:

L-glutamic acid 5-isopropyl ester (16652-44-1) → 3-[(S)-2-(3-{(S)-2-[3-((S)-2-Amino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoylamino)-4-isopropoxycarbonyl-butyrylamino]-benzoic acid

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / Et₃N / dioxane; H₂O / 4 h / Ambient temperature

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

4: chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

5: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

6: N-ethyldiisopropylamine, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethylformamide / Ambient temperature

7: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

8: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja983970j

Reference yield:

L-glutamic acid 5-isopropyl ester (16652-44-1) → 3-[(S)-2-(3-{(S)-2-[3-((S)-2-Amino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoylamino)-4-isopropoxycarbonyl-butyrylamino]-benzoic acid benzyl ester

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / Et₃N / dioxane; H₂O / 4 h / Ambient temperature

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

4: chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

5: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

6: N-ethyldiisopropylamine, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethylformamide / Ambient temperature

7: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja983970j

upstream raw materials:

L-glutamic acid

isopropyl alcohol

Downstream raw materials:

3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester

3-{(S)-2-[3-((S)-2-tert-Butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoic acid benzyl ester

3-[(S)-2-(3-{(S)-2-[3-((S)-2-tert-Butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoylamino)-4-isopropoxycarbonyl-butyrylamino]-benzoic acid benzyl ester