*,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: *,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester
• CAS No.: 117085-67-3
• Molecular Formula: C₄₆H₄₉N₂O₈P
• Molecular Weight: 788.877

Synonyms:*,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester

Chemical Property of *,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester

Chemical Property:

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Technology Process of *,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester

There total 9 articles about *,R^*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl 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]-2,3-dihydro-1H-indole-2-carboxylic acid benzhydryl ester (117085-70-8) → *,R*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester (117085-67-3)

Guidance literature:

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

DOI:10.1021/jm00167a028

Reference yield:

(4-phenylbutyl)phosphinic acid (86552-32-1) → *,R*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester (117085-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm00167a028

Reference yield:

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid (59221-35-1) → *,R*)>-2,3-dihydro-1-<2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-1H-indole-2-carboxylic acid diphenylmethyl ester (117085-67-3)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine, 4-(dimethylamino)pyridine / tetrahydrofuran / 1 h / 0 °C

2: triethylamine, 4-(dimethylamino)pyridine / tetrahydrofuran / 16 h / Ambient temperature

3: 1.0 N LiOH / dioxane / 16 h / Ambient temperature

4: ethyl acetate / 1.5 h / Ambient temperature

5: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

6: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

With dmap; lithium hydroxide; sodium periodate; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate;

DOI:10.1021/jm00167a028

upstream raw materials:

(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(4-phenyl-butylphosphinoyloxy)-hexanoyl]-2,3-dihydro-1H-indole-2-carboxylic acid benzhydryl ester

(4-phenylbutyl)phosphinic acid

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid

(S)-6-Benzyloxycarbonylamino-2-(2,2-dimethyl-propionyloxy)-hexanoic acid

Downstream raw materials:

*,R^*)>-2,3-dihydro-1-<6-amino-2-<oxy>-1-oxohexyl>-1H-indole-2-carboxylic acid

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