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

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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)prolinate
CAS No.:323207-42-7
Molecular Formula:C₂₅H₃₅N₃O₇
Molecular Weight:489.569
Hs Code.:

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

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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)prolinate

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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)prolinate

There total 6 articles about (S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)prolinate 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: 77.0%

: 323207-39-2
methyl (S)-N-({4-[((2S)-2-{[(benzyloxy)carbonyl]amino}-4-methyl-1-oxopentyl)amino]tetrahydro-2H-pyran-4-yl}carbonyl)prolinate

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

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; 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

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

Guidance literature:: Multi-step reaction with 5 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

With Lawessons reagent; lithium hydroxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
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

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

Guidance literature:: Multi-step reaction with 6 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

With Lawessons reagent; lithium hydroxide; thionyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1522-2675(20001108)83:11<2961::AID-HLCA2961>3.0.CO;2-S