(S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester

Base Information

• Chemical Name: (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester
• CAS No.: 778560-53-5
• Molecular Formula: C₃₁H₃₅ClN₂O₅
• Molecular Weight: 551.082

Synonyms:(S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester

Chemical Property of (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester

There total 11 articles about (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl 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:

N-tert-butyloxycarbonyl-N-methyl-(3-benzyloxy-2-chloro-4-methoxy)-(S)-phenylalanyl-N-methyl-(S)-phenylalanine allyl ester (220903-37-7) → (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester (778560-53-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; Yield given;

DOI:10.1002/(SICI)1521-3773(19980518)37:9<1236::AID-ANIE1236>3.0.CO;2-F

Reference yield:

isovanillin (621-59-0) → (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester (778560-53-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 68 percent / Cl₂ / CH₂Cl₂

2: 93 percent / K₂CO₃ / dimethylformamide

3: 99 percent / NaBH₄ / methanol

4: 85 percent / CBr₄, PPh₃ / diethyl ether

5: 85 percent / tetrahydrofuran / -78 °C

6: HCl, H₂O / tetrahydrofuran

7: NEt₃ / methanol

8: 99 percent / LiOH, H₂O / tetrahydrofuran

9: 96 percent / NaH / tetrahydrofuran

10: 81 percent / EDC, HOAt / dimethylformamide

11: HCl / diethyl ether

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; carbon tetrabromide; water; chlorine; sodium hydride; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19980518)37:9<1236::AID-ANIE1236>3.0.CO;2-F

Reference yield:

3-benzyloxy-2-chloro-4-methoxy-benzaldehyde (53713-77-2) → (S)-2-{[(S)-3-(3-Benzyloxy-2-chloro-4-methoxy-phenyl)-2-methylamino-propionyl]-methyl-amino}-3-phenyl-propionic acid allyl ester (778560-53-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent / NaBH₄ / methanol

2: 85 percent / CBr₄, PPh₃ / diethyl ether

3: 85 percent / tetrahydrofuran / -78 °C

4: HCl, H₂O / tetrahydrofuran

5: NEt₃ / methanol

6: 99 percent / LiOH, H₂O / tetrahydrofuran

7: 96 percent / NaH / tetrahydrofuran

8: 81 percent / EDC, HOAt / dimethylformamide

9: HCl / diethyl ether

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; carbon tetrabromide; water; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3773(19980518)37:9<1236::AID-ANIE1236>3.0.CO;2-F

upstream raw materials:

N-tert-butyloxycarbonyl-N-methyl-(3-benzyloxy-2-chloro-4-methoxy)-(S)-phenylalanyl-N-methyl-(S)-phenylalanine allyl ester

isovanillin

3-benzyloxy-2-chloro-4-methoxy-benzaldehyde

2-chloro-3-hydroxy-4-methoxybenzaldehyde

Downstream raw materials:

pepticinnamin E

N-benzyloxycarbonyl-(O-benzyloxycarbonyl)-(R)-tyrosyl-N-methyl-(3-benzyloxy-2-chloro-4-methoxy)-(S)-phenylalanyl-N-methyl-(S)-phenylalanine

N-benzyloxycarbonyl-(O-benzyloxycarbonyl)-(R)-tyrosyl-N-methyl-(3-benzyloxy-2-chloro-4-methoxy)-(S)-phenylalanyl-N-methyl-(S)-phenylalanine-(R)-(piperazine-2,5-dione)methyl ester

N-benzyloxycarbonyl-(O-benzyloxycarbonyl)-(R)-tyrosyl-N-methyl-(3-benzyloxy-2-chloro-4-methoxy)-(S)-phenylalanyl-N-methyl-(S)-phenylalanine allyl ester

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