(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

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Chemical Name:(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester
CAS No.:736901-52-3
Molecular Formula:C₂₉H₄₅N₅O₇
Molecular Weight:575.706
Hs Code.:

Synonyms:(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

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Chemical Property of (S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

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Technology Process of (S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

There total 10 articles about (S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl 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:

: 1026258-01-4
(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-methylsulfanylcarbonimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

: 736901-52-3
(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

Guidance literature:: With ammonium acetate; In methanol; at 70 ℃;
DOI:10.1021/jm00101a017

Reference yield:

: (S)-3-(2-Benzyloxycarbonylamino-acetylamino)-N-((S)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

: 736901-52-3
(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / Pd/C / ethanol

2: O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate (HBTU), N-methylmorpholine (NMM) / tetrahydrofuran / 6 h / Ambient temperature

3: H₂S, triethylamine (TEA) / pyridine / Ambient temperature

4: acetone / 50 °C

5: ammonium acetate / methanol / 70 °C

6: trifluoroacetic acid (TFA) / CH₂Cl₂ / 2 h / Ambient temperature

7: 1.)2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT), N-methylmorpholine (NMM), 2.) N-methylmorpholine (NMM) / 1.) CH₂Cl₂, 0 deg C, 3 h, 2.) CH₂Cl₂, RT, 12 h

8: H₂S, triethylamine (TEA) / pyridine / Ambient temperature

9: acetone / 50 °C

10: ammonium acetate / methanol / 70 °C

With 4-methyl-morpholine; ammonium acetate; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrogen sulfide; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; acetone;
DOI:10.1021/jm00101a017

Reference yield:

: 131668-91-2
H-Gly-Asp(O-t-Bu)-Phe-O-t-Bu

: 736901-52-3
(S)-2-{(S)-3-tert-Butoxycarbonyl-2-[4-(4-carbamimidoyl-benzoylamino)-butyrylamino]-propionylamino}-3-methyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate (HBTU), N-methylmorpholine (NMM) / tetrahydrofuran / 6 h / Ambient temperature

2: H₂S, triethylamine (TEA) / pyridine / Ambient temperature

3: acetone / 50 °C

4: ammonium acetate / methanol / 70 °C

5: trifluoroacetic acid (TFA) / CH₂Cl₂ / 2 h / Ambient temperature

6: 1.)2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT), N-methylmorpholine (NMM), 2.) N-methylmorpholine (NMM) / 1.) CH₂Cl₂, 0 deg C, 3 h, 2.) CH₂Cl₂, RT, 12 h

7: H₂S, triethylamine (TEA) / pyridine / Ambient temperature

8: acetone / 50 °C

9: ammonium acetate / methanol / 70 °C

With 4-methyl-morpholine; ammonium acetate; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrogen sulfide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetone;
DOI:10.1021/jm00101a017