trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester

Base Information

• Chemical Name: trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester
• CAS No.: 1253376-13-4
• Molecular Formula: C₃₆H₄₃NO₉
• Molecular Weight: 633.739
• Mol file: 1253376-13-4.mol

Synonyms:trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester

Chemical Property of trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester

There total 2 articles about trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl 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: 73.0%

trans-N-tert-butyloxycarbonyl-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester → trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester (1253376-13-4)

Guidance literature:

With methyl-phenyl-thioether; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol102112z

Reference yield: 60.0%

(4R)-hydroxypyrrolidine-1,(2S)-dicarboxylic acid 2-allyl ester 1-tert-butyl ester (186320-37-6) + C33H34O4S → trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester (1253376-13-4)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃; Molecular sieve;

DOI:10.1021/jo501191b

Reference yield:

trans-N-tert-butyloxycarbonyl-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline (1253376-06-5) + trans-4-hydroxy-4-[2,3,5-tribenzyl-β-L-arabinofuranosyl]-L-proline allyl ester (1253376-13-4) → C70H80N2O15 (1253375-59-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol102112z

upstream raw materials:

(4R)-hydroxypyrrolidine-1,(2S)-dicarboxylic acid 2-allyl ester 1-tert-butyl ester

Downstream raw materials:

C₇₀H₈₀N₂O₁₅