(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

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Chemical Name:(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide
CAS No.:323207-30-3
Molecular Formula:C₃₁H₄₈N₄O₇
Molecular Weight:588.745
Hs Code.:

(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

Synonyms:(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

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Chemical Property of (S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

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Technology Process of (S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

There total 7 articles about (S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide 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%

: 7533-40-6,14438-11-0
(S)-2-amino-4-methylpentan-1-ol

: 323207-42-7
(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)prolinate

: 323207-30-3
(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

Guidance literature:: With benzotriazol-1-ol; triethylamine; HATU; In acetonitrile; at 20 ℃;
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

: 323207-30-3
(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

Guidance literature:: Multi-step reaction with 6 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: 73 percent / CH₂Cl₂ / 14 h / 20 °C

5.1: 77 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 1 h / 20 °C

6.1: 81 percent / Et₃N; 1-hydroxy-1H-benzotriazole; O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium*PF₆(-) / acetonitrile / 20 °C

With Lawessons reagent; lithium hydroxide; benzotriazol-1-ol; triethylamine; HATU; 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

: 323207-30-3
(S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)-N-[1-(hydroxymethyl)-3-methylbutyl]prolinamide

Guidance literature:: Multi-step reaction with 7 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: 73 percent / CH₂Cl₂ / 14 h / 20 °C

6.1: 77 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 1 h / 20 °C

7.1: 81 percent / Et₃N; 1-hydroxy-1H-benzotriazole; O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium*PF₆(-) / acetonitrile / 20 °C

With Lawessons reagent; lithium hydroxide; thionyl chloride; benzotriazol-1-ol; triethylamine; HATU; 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