(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester
• CAS No.: 253170-49-9
• Molecular Formula: C₆₂H₇₀N₂O₁₅
• Molecular Weight: 1083.24

Synonyms:

Chemical Property of (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

There total 16 articles about (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl 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-Fmoc L-Phe (35661-40-6) + (S)-2-Amino-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester (253170-49-9)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(99)01507-5

Reference yield:

1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester (253170-49-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 67.1 percent / NaH / dimethylformamide / 2 h / 90 °C

2: 35.1 percent / K₂CO₃ / dimethylformamide / 6 h / 115 °C

3: 90.5 percent / LAH / tetrahydrofuran / 10 h / 20 °C

4: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

5: piperidine / dimethylformamide / 0.13 h / 20 °C

6: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

With piperidine; dmap; lithium aluminium tetrahydride; sodium hydride; potassium carbonate; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: cyclocondensation / 3: Reduction / 4: Esterification / 5: Elimination / 6: Condensation;

DOI:10.1016/S0040-4039(99)01507-5

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-3-phenyl-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.115,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester (253170-49-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 35.1 percent / K₂CO₃ / dimethylformamide / 6 h / 115 °C

2: 90.5 percent / LAH / tetrahydrofuran / 10 h / 20 °C

3: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

4: piperidine / dimethylformamide / 0.13 h / 20 °C

5: diisipropylcarbodiimide; 4,4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

With piperidine; dmap; lithium aluminium tetrahydride; potassium carbonate; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: cyclocondensation / 2: Reduction / 3: Esterification / 4: Elimination / 5: Condensation;

DOI:10.1016/S0040-4039(99)01507-5

upstream raw materials:

N-Fmoc L-Phe

1,11-dichloro-3,6,9-trioxaundecane

1-carbomethoxy-3,5-dihydroxybenzene

m-bis(11-chloro-3,6,9-trioxaundecyloxy)benzene

Downstream raw materials:

4-fluoro-3-nitro-benzoic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1(37),15,17,19(38),33,35-hexaen-17-ylmethyl ester

2-benzoylamino-3-(1H-indol-3-yl)-propionic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

3-nitro-4-(4-phenyl-piperazin-1-yl)-benzoic acid 2,5,8,11,14,20,23,26,29,32-decaoxa-tricyclo[31.3.1.1^15,19]octatriaconta-1⁽³⁷⁾,15,17,19⁽³⁸⁾,33,35-hexaen-17-ylmethyl ester

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