Hexanedioic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, 6-ethyl 1-(phenylmethyl) ester, (2S)-

Base Information

• Chemical Name: Hexanedioic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, 6-ethyl 1-(phenylmethyl) ester, (2S)-
• CAS No.: 250291-82-8
• Molecular Formula: C20H27NO7
• Molecular Weight: 393.43100
• Mol file: 250291-82-8.mol

Synonyms:2-(S)-tert-butoxycarbonylamino-4-oxo-hexanedioic acid 1-benzyl ester 6-ethyl ester;

Chemical Property of Hexanedioic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, 6-ethyl 1-(phenylmethyl) ester, (2S)-

Chemical Property:

• Melting Point: 53-56 °C
• Boiling Point: 528.2±50.0 °C(Predicted)
• PSA: 108.00000
• Density: 1.166±0.06 g/cm3(Predicted)
• LogP: 2.92640

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexanedioic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, 6-ethyl 1-(phenylmethyl) ester, (2S)-

There total 4 articles about Hexanedioic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, 6-ethyl 1-(phenylmethyl) ester, (2S)- 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%

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) + ethyl potassium malonate (6148-64-7) → (2S)-2-tert-butoxycarbonylamino-4-oxo-hexane-dioic acid 1-benzyl ester 6-ethyl ester (250291-82-8)

Guidance literature:

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 8h;

ethyl potassium malonate; In tetrahydrofuran; at 20 ℃; for 24h; Further stages.;

DOI:10.1016/j.bioorg.2005.08.001

Reference yield: 92.0%

ethanol (64-17-5) + 2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester (844644-72-0) → (2S)-2-tert-butoxycarbonylamino-4-oxo-hexane-dioic acid 1-benzyl ester 6-ethyl ester (250291-82-8)

Guidance literature:

In benzene; Heating;

DOI:10.1016/S0968-0896(03)00182-2

Reference yield: 70.0%

diazoacetic acid ethyl ester (623-73-4) + (S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate (124994-66-7) → (2S)-2-tert-butoxycarbonylamino-4-oxo-hexane-dioic acid 1-benzyl ester 6-ethyl ester (250291-82-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2004.01.011

upstream raw materials:

diazoacetic acid ethyl ester

(S)-benzyl-4-oxo-2-<<(1,1-dimethylethoxy)carbonyl>amino>butanoate

ethanol

2-tert-butoxycarbonylamino-4-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-4-hydroxy-butyric acid benzyl ester

Downstream raw materials:

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

(4R,2'S)-2-(2'-amino-2'-benzyloxycarbonyl-ethyl)-6-methyl-4-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

(S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

4-(R)-hydroxy-2-(S)-(pent-4-enoyl)amino-hexanedioic acid 1-benzyl ester 6-ethyl ester