(2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid

Base Information

• Chemical Name: (2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid
• CAS No.: 821006-68-2
• Molecular Formula: C₃₇H₄₅N₅O₁₀
• Molecular Weight: 719.792

Synonyms:

Chemical Property of (2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid

Chemical Property:

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Useful:

Technology Process of (2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid

There total 1 articles about (2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid 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:

3-(3-{1-[azido-(tert-butoxycarbonylmethylcarbamoyl)methyl]-1-methylpropoxy}-4-benzyloxyphenyl)-3-hydroxy-2-methylaminopropionic acid acid methyl ester → (2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid (821006-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. LiOH

With lithium hydroxide;

DOI:10.1021/jo048854f

Reference yield: 62.0%

(2S,3R)-3-(3-{(S)-1-[(S)-Azido-(tert-butoxycarbonylmethyl-carbamoyl)-methyl]-1-methyl-propoxy}-4-benzyloxy-phenyl)-2-(benzyloxycarbonyl-methyl-amino)-3-hydroxy-propionic acid (821006-68-2) + Val-SBn → ((2S,3S)-2-Azido-3-{2-benzyloxy-5-[(1R,2S)-2-(benzyloxycarbonyl-methyl-amino)-2-((S)-1-benzylsulfanylcarbonyl-2-methyl-propylcarbamoyl)-1-hydroxy-ethyl]-phenoxy}-3-methyl-pentanoylamino)-acetic acid tert-butyl ester

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;

DOI:10.1021/jo048854f

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