1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester

Base Information

• Chemical Name: 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester
• CAS No.: 111496-54-9
• Molecular Formula: C₃₆H₄₅N₂O₈P
• Molecular Weight: 664.736
• Mol file: 111496-54-9.mol

Synonyms:1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester

Chemical Property of 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester

There total 15 articles about 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl 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:

(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(4-phenyl-butylphosphinoyloxy)-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester (111497-22-4) → 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester (111496-54-9)

Guidance literature:

With sodium periodate; In 1,4-dioxane; water; for 16h; Yield given;

DOI:10.1021/jm00396a033

Reference yield:

4-Phenylbut-1-ene (768-56-9) → 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester (111496-54-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hypophosphite hydrate, H₂SO₄, AIBN / ethanol / 22 h / Heating

2: DCC, DMAP / tetrahydrofuran / 2 h / Ambient temperature

3: NaIO₄ / dioxane; H₂O / 16 h

With dmap; sodium periodate; sodium hypophosphite; 2,2'-azobis(isobutyronitrile); sulfuric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; ethanol; water;

DOI:10.1021/jm00396a033

Reference yield:

(S)-6-Amino-2-hydroxyhexanoic acid (42491-84-9) → 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester (111496-54-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / aq. NaOH / 45 h / 0 °C / pH 10

2: 94 percent / Et₃N, hydroxybenzotriazole, DCC / tetrahydrofuran / 1.) 0 deg C_. 3 h, 2.) room temperature, 1 h

3: DCC, DMAP / tetrahydrofuran / 2 h / Ambient temperature

4: NaIO₄ / dioxane; H₂O / 16 h

With dmap; sodium hydroxide; sodium periodate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm00396a033

upstream raw materials:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

{4-[(R)-2,5-Dioxo-2-(4-phenyl-butyl)-2λ⁵-[1,3,2]dioxaphospholan-4-yl]-butyl}-carbamic acid benzyl ester

4-phenyl-butyl phosphonic acid

4-phenylbutylphosphonyl dichloride

Downstream raw materials:

(S)-1-{(R)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-pyrrolidine-2-carboxylic acid

ceronapril