(2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine

Base Information

• Chemical Name: (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine
• CAS No.: 1248586-77-7
• Molecular Formula: C₄₀H₄₉NO₁₃S
• Molecular Weight: 783.894

Synonyms:(2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine

Chemical Property of (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine

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Technology Process of (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine

There total 1 articles about (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine 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: 75.0%

(2R,3S,4R,5R)-2-[(1'R,2'R,3'S)-1',2'-diacetyloxy-3'-hydroxybutyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine (1248586-80-2) + methanesulfonyl chloride (124-63-0) → (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine (1248586-77-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h; Cooling with ice;

DOI:10.1016/j.tet.2010.07.019

Reference yield: 83.0%

(2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine (1248586-77-7) → (2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxypyrrolidine (1248586-82-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Cooling with ice;

DOI:10.1016/j.tet.2010.07.019

upstream raw materials:

(2R,3S,4R,5R)-2-[(1'R,2'R,3'S)-1',2'-diacetyloxy-3'-hydroxybutyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxy-N-tert-butyloxycarbonylpyrrolidine

methanesulfonyl chloride

Downstream raw materials:

(2R,3S,4R,5R)-2-[(1'R,2'S,3'S)-1',2'-diacetyloxy-3'-(methanesulfonyloxy)butyl]-5-(benzoyloxymethyl)-3,4-dibenzyloxypyrrolidine

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