hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

Base Information

Chemical Name:hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester
CAS No.:321983-77-1
Molecular Formula:C₃₃H₄₇N₃O₅
Molecular Weight:565.753
Hs Code.:

Synonyms:hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

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Chemical Property of hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

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Technology Process of hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

There total 9 articles about hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester 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:

: 73670-87-8
(E)-hexa-3,5-dien-1-ol

: (R)-1-[(S)-2-((S)-2-Hept-6-enoylamino-3-methyl-butyrylamino)-3-phenyl-propionyl]-piperidine-3-carboxylic acid

: 321983-77-1
hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo001296u

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 321983-77-1
hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 21.0 g / EDC; HOBT / tetrahydrofuran / 20 °C

2: H₂ / Pd/C / ethanol

3: EDC; HOBT / tetrahydrofuran / 20 °C

4: aq. LiOH / tetrahydrofuran / 20 °C

5: Ph₃P; DEAD / tetrahydrofuran / 20 °C

With lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1021/jo001296u

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 321983-77-1
hept-6-en-1-oyl-L-valine-L-phenylalanine-piperidine-3R-carboxylic acid hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -15 °C

1.2: 77 percent / iPr₂NEt / CH₂Cl₂ / 20 °C

2.1: H₂ / Pd/C / ethanol

3.1: 21.0 g / EDC; HOBT / tetrahydrofuran / 20 °C

4.1: H₂ / Pd/C / ethanol

5.1: EDC; HOBT / tetrahydrofuran / 20 °C

6.1: aq. LiOH / tetrahydrofuran / 20 °C

7.1: Ph₃P; DEAD / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; diethylazodicarboxylate; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1021/jo001296u