2-Heptenedioic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1-ethyl 7-(phenylmethyl) ester, (2E,4S)-

Base Information

• Chemical Name: 2-Heptenedioic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1-ethyl 7-(phenylmethyl) ester, (2E,4S)-
• CAS No.: 497831-02-4
• Molecular Formula: C₂₁H₂₉NO₆
• Molecular Weight: 391.464
• Mol file: 497831-02-4.mol

Synonyms:

Chemical Property of 2-Heptenedioic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1-ethyl 7-(phenylmethyl) ester, (2E,4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Heptenedioic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1-ethyl 7-(phenylmethyl) ester, (2E,4S)-

There total 3 articles about 2-Heptenedioic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1-ethyl 7-(phenylmethyl) ester, (2E,4S)- 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:

Boc-Glu(OBzl)-OH (13574-13-5) → (E)-(S)-4-tert-Butoxycarbonylamino-hept-2-enedioic acid 7-benzyl ester 1-ethyl ester (497831-02-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane

2: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C

3: potassium tert-butylate / tetrahydrofuran

With 4-methyl-morpholine; lithium aluminium tetrahydride; potassium tert-butylate; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(02)01711-2

Reference yield:

4-tert-butoxycarbonylamino-4-(methoxy-methyl-carbamoyl)-butyric acid benzyl ester (497830-99-6) → (E)-(S)-4-tert-Butoxycarbonylamino-hept-2-enedioic acid 7-benzyl ester 1-ethyl ester (497831-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C

2: potassium tert-butylate / tetrahydrofuran

With lithium aluminium tetrahydride; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)01711-2

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + Boc-L-Glu(OBzl)-al (79069-53-7) → (E)-(S)-4-tert-Butoxycarbonylamino-hept-2-enedioic acid 7-benzyl ester 1-ethyl ester (497831-02-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)01711-2

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

Boc-L-Glu(OBzl)-al

Boc-Glu(OBzl)-OH

4-tert-butoxycarbonylamino-4-(methoxy-methyl-carbamoyl)-butyric acid benzyl ester

Downstream raw materials:

(3S,3aR,4S,7aR)-2-Benzyl-3-(2-benzyloxycarbonyl-ethyl)-1-oxo-6-phenyl-1,2,3,3a,4,7a-hexahydro-pyrano[3,4-c]pyrrole-4-carboxylic acid ethyl ester

(E)-(S)-4-[Benzyl-((E)-4-oxo-4-phenyl-but-2-enoyl)-amino]-hept-2-enedioic acid 7-benzyl ester 1-ethyl ester

(3S,3aR,4S,7aR)-2-Benzyl-3-(2-benzyloxycarbonyl-ethyl)-6-methyl-1-oxo-1,2,3,3a,4,7a-hexahydro-pyrano[3,4-c]pyrrole-4-carboxylic acid ethyl ester

(E)-(S)-4-[Benzyl-((E)-4-oxo-pent-2-enoyl)-amino]-hept-2-enedioic acid 7-benzyl ester 1-ethyl ester