*,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt
• CAS No.: 101250-28-6
• Molecular Formula: C₂₇H₃₃N₂O₆S*Na
• Molecular Weight: 536.625

Synonyms:

Chemical Property of *,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt

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Technology Process of *,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt

There total 7 articles about *,R^*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt 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:

(S)-2-((S)-5-Benzyloxycarbonylamino-1-methoxycarbonyl-pentylsulfanylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester → *,R*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt (101250-28-6)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1021/jm00156a012

Reference yield:

N-Cbz-Prolinol (6216-63-3) → *,R*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt (101250-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / triphenylphosphine, diisopropyl azodicarboxylate (DIAD) / tetrahydrofuran / 18 h / 25 °C

2: hydrazine hydrate / acetonitrile / 0.5 h / 50 °C

3: NaH / tetrahydrofuran / 18 h / 25 °C

4: 1 N NaOH / methanol

With sodium hydroxide; di-isopropyl azodicarboxylate; sodium hydride; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm00156a012

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → *,R*)>-phenylmethyl 2-<<<1-carboxy-5-<<(phenylmethoxy)carbonyl>amino>pentyl>thio>methyl>-1-pyrrolidinecarboxylate sodium salt (101250-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 23.2 g / 6 M aq. HBr, sodium nitrite / 0.08 h

2: 86 percent / HCl gas / 72 h / 5 - 10 °C

3: NaH / tetrahydrofuran / 18 h / 25 °C

4: 1 N NaOH / methanol

With hydrogenchloride; sodium hydroxide; hydrogen bromide; sodium hydride; sodium nitrite; In tetrahydrofuran; methanol;

DOI:10.1021/jm00156a012

upstream raw materials:

N-Cbz-Prolinol

N₆-[(benzyloxy)carbonyl]-L-lysine

(S)-phenylmethyl 2-(mercaptomethyl)-1-pyrrolidinecarboxylate

(S)-2-Acetylsulfanylmethyl-pyrrolidine-1-carboxylic acid benzyl ester

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