2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

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Chemical Name:2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid
CAS No.:323207-28-9
Molecular Formula:C₃₅H₅₃N₅O₁₀
Molecular Weight:703.833
Hs Code.:

2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

Synonyms:2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

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Chemical Property of 2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

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Technology Process of 2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

There total 10 articles about 2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid 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: 81.0%

: 323207-26-7
2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}-2,N-dimethyl-N-phenylpropanamide

: 323207-28-9
2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/1522-2675(20001108)83:11<2961::AID-HLCA2961>3.0.CO;2-S

Reference yield:

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 323207-28-9
2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / Et₃N / ethyl acetate / 2 h / 55 °C

2.1: 45 percent / (MeOC₆H₄P(=S)S)2 / toluene / 2 h / Heating

3.1: COCl₂ / CH₂Cl₂; dimethylformamide; toluene / 0.25 h / 20 °C

3.2: DABCO / tetrahydrofuran / 0.67 h / 20 °C

3.3: 74 percent / NaN₃ / tetrahydrofuran / 20 °C

4.1: 71 percent / CH₂Cl₂ / 16 h / 20 °C

5.1: 93 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 1 h / 20 °C

6.1: 71 percent / CH₂Cl₂ / 24 h / 20 °C

7.1: 94 percent / H₂ / 10 percent Pd/C / methanol

8.1: 82 percent / Et₃N; 1-hydroxy-1H-benzotriazole; O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium*PF₆(-) / acetonitrile / 20 °C

9.1: 81 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

With Lawessons reagent; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; HATU; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/1522-2675(20001108)83:11<2961::AID-HLCA2961>3.0.CO;2-S

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 323207-28-9
2-{[((2S)-1-{[4-({(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-(tert-butoxy)-1-oxopropyl)amino]-3-methyl-1-oxobutyl}amino)tetrahydro-2H-pyran-4-yl]carbonyl}pyrrolidin-2-yl)carbonyl]amino}propanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: SOCl₂ / 1 h / Heating

2.1: 89 percent / Et₃N / ethyl acetate / 2 h / 55 °C

3.1: 45 percent / (MeOC₆H₄P(=S)S)2 / toluene / 2 h / Heating

4.1: COCl₂ / CH₂Cl₂; dimethylformamide; toluene / 0.25 h / 20 °C

4.2: DABCO / tetrahydrofuran / 0.67 h / 20 °C

4.3: 74 percent / NaN₃ / tetrahydrofuran / 20 °C

5.1: 71 percent / CH₂Cl₂ / 16 h / 20 °C

6.1: 93 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 1 h / 20 °C

7.1: 71 percent / CH₂Cl₂ / 24 h / 20 °C

8.1: 94 percent / H₂ / 10 percent Pd/C / methanol

9.1: 82 percent / Et₃N; 1-hydroxy-1H-benzotriazole; O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium*PF₆(-) / acetonitrile / 20 °C

10.1: 81 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

With Lawessons reagent; hydrogenchloride; lithium hydroxide; thionyl chloride; hydrogen; benzotriazol-1-ol; triethylamine; HATU; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/1522-2675(20001108)83:11<2961::AID-HLCA2961>3.0.CO;2-S