[(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl ester
• CAS No.: 207726-13-4
• Molecular Formula: C₃₂H₃₆N₆O₈
• Molecular Weight: 632.673

Synonyms:[(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl ester

Chemical Property of [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl ester

Chemical Property:

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Technology Process of [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl ester

There total 8 articles about [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid methyl 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: 31.0%

{[4-(2-Amino-acetylamino)-phenyl]-imino-methyl}-carbamic acid benzyl ester (207726-12-3) + (3S,6S)-1,4-diaza-4-carboxymethyl-7,10-ethano-3-methylcarboxymethyl-2,5-dionebicyclo[4.4.0]decane (207725-68-6) → [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.02,7]dodec-4-yl]-acetic acid methyl ester (207726-13-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<853::AID-EJOC853>3.0.CO;2-F

Reference yield:

4-aminobenzamidine dihydrochloride (2498-50-2) → [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.02,7]dodec-4-yl]-acetic acid methyl ester (207726-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / 5N NaOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: 1.) DCC; 2.) DMAP, NEt₃ / 1.) dichloromethane, 0 deg C, 1 h; 2.) dichloromethane, r.t., 15 h

3: 74 percent / TFA / CH₂Cl₂

4: 31 percent / DCC, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With dmap; sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<853::AID-EJOC853>3.0.CO;2-F

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → [(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.02,7]dodec-4-yl]-acetic acid methyl ester (207726-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / 5N NaOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: 1.) DCC; 2.) DMAP, NEt₃ / 1.) dichloromethane, 0 deg C, 1 h; 2.) dichloromethane, r.t., 15 h

3: 74 percent / TFA / CH₂Cl₂

4: 31 percent / DCC, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

With dmap; sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<853::AID-EJOC853>3.0.CO;2-F

upstream raw materials:

{[4-(2-Amino-acetylamino)-phenyl]-imino-methyl}-carbamic acid benzyl ester

(3S,6S)-1,4-diaza-4-carboxymethyl-7,10-ethano-3-methylcarboxymethyl-2,5-dionebicyclo[4.4.0]decane

4-aminobenzamidine dihydrochloride

benzyl chloroformate

Downstream raw materials:

[(4S,7S)-5-({[(4-{Amino-[(Z)-benzyloxycarbonylimino]-methyl}-phenylcarbamoyl)-methyl]-carbamoyl}-methyl)-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl]-acetic acid

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