<3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

Base Information

• Chemical Name: <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide
• CAS No.: 158268-38-3
• Molecular Formula: C₂₆H₃₂F₂N₂O₇
• Molecular Weight: 522.546

Synonyms:<3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

Chemical Property of <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

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Technology Process of <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide

There total 2 articles about <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide 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:

[(1S,2S)-3-Benzylcarbamoyl-1-(4-benzyloxy-benzyl)-3,3-difluoro-2-hydroxy-propyl]-carbamic acid tert-butyl ester → <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide (158268-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HCO₂H / Pd / methanol / 4.25 h

2: K₂CO₃, KI / acetone / 72 h

With formic acid; potassium carbonate; potassium iodide; palladium; In methanol; acetone;

DOI:10.1021/jm00048a004

Reference yield:

bromoacetic acid methyl ester (96-32-2) + <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-(4-hydroxyphenyl)-N-(phenylmethyl)-L-glycero-pentonamide (158268-36-1) → <3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide (158268-38-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 72h;

DOI:10.1021/jm00048a004

Reference yield:

<3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-<4-(2-methoxy-2-oxoethoxy)phenyl>-N-(phenylmethyl)-L-glycero-pentonamide (158268-38-3) + trifluoroacetic acid (76-05-1) → [4-((S)-2-Amino-4-benzylcarbamoyl-4,4-difluoro-3-hydroxy-butyl)-phenoxy]-acetic acid methyl ester; compound with trifluoro-acetic acid

Guidance literature:

for 2h;

DOI:10.1021/jm00048a004

upstream raw materials:

bromoacetic acid methyl ester

<3(S),4(S)>-2,4,5-trideoxy-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-difluoro-5-(4-hydroxyphenyl)-N-(phenylmethyl)-L-glycero-pentonamide

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