ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

Base Information

• Chemical Name: ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate
• CAS No.: 142843-15-0
• Molecular Formula: C₃₉H₅₉N₅O₉S
• Molecular Weight: 773.992

Synonyms:ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

Chemical Property of ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

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Technology Process of ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

There total 3 articles about ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate 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:

(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane (107202-61-9) → ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-Nim-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate (142843-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / triethylamine / ethanol

2: ethanolic HCl / 1 h / Ambient temperature

3: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), triethylamine / CH₂Cl₂ / 17 h / Ambient temperature

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm00093a009

Reference yield:

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate (142843-07-0) → ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-Nim-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate (142843-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic HCl / 1 h / Ambient temperature

2: (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), triethylamine / CH₂Cl₂ / 17 h / Ambient temperature

With hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane;

DOI:10.1021/jm00093a009

Reference yield:

((2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butylsulfanyl)-acetic acid ethyl ester + Boc-L-phenylalanyl-Nim-Boc-L-histidine (105116-50-5) → ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-Nim-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate (142843-15-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; for 17h; Yield given; Ambient temperature;

DOI:10.1021/jm00093a009

upstream raw materials:

Boc-L-phenylalanyl-N^im-Boc-L-histidine

(2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane

ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

Downstream raw materials:

(5S,6R)-5-(cyclohexylmethyl)-6-hydroxy-4,5,6,7-tetrahydro-1,4-thiazepin-3(2H)-one

2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetic acid

2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetic acid ethyl ester

ethyl 2-<<(2R,3S)-3-<(Boc-L-phenylalanyl-N^im-Boc-L-histidyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfinyl>acetate

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