(2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester

Base Information

• Chemical Name: (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester
• CAS No.: 93806-89-4
• Molecular Formula: C₃₂H₂₄Cl₅NO₈
• Molecular Weight: 727.809

Synonyms:(2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester

Chemical Property of (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester

There total 3 articles about (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl 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:

benzyl chloroformate (501-53-1,94274-21-2) → (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester (93806-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: DCC / ethyl acetate; dimethylformamide

With sodium hydroxide; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00381a012

Reference yield:

(2S,3R)-3-hydroxyhomotyrosine (74281-82-6) → (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester (93806-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH

2: DCC / ethyl acetate; dimethylformamide

With sodium hydroxide; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00381a012

Reference yield:

Pentachlorophenol (87-86-5,67471-28-7) + (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine → (2S,3R)-N-carbobenzoxy-4'-O-carbobenzoxy-3-hydroxyhomotyrosine pentachlorophenyl ester (93806-89-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide; Yield given;

DOI:10.1021/jm00381a012

upstream raw materials:

Pentachlorophenol

benzyl chloroformate

(2S,3R)-3-hydroxyhomotyrosine

Downstream raw materials:

(S)-[(2S,3R)-2-Benzyloxycarbonylamino-4-(4-benzyloxycarbonyloxy-phenyl)-3-hydroxy-butyrylamino]-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

1-<5'-<<(2S,3R)-3-hydroxyhomotyrosyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil

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