(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

Base Information

Chemical Name:(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine
CAS No.:943860-52-4
Molecular Formula:C₃₃H₄₅NO₄Si
Molecular Weight:547.81
Hs Code.:

Synonyms:(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

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Chemical Property of (2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

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Technology Process of (2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

There total 4 articles about (2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine 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:

: 881895-05-2
2-deoxy-2-azido-3,4,6-tri-O-benzyl-D-altritol

: 943860-52-4
(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DMAP / pyridine / 20 °C

2: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

3: NaBH₄ / methanol / 2 h / 0 °C

4: pyridine / 3 h / 20 °C

5: 22 percent / Et₃N; H₂ / Pd/C / tetrahydrofuran / 20 °C / 750.08 Torr

With pyridine; dmap; sodium tetrahydroborate; hydrogen; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1055/s-2007-966022

Reference yield:

: 943860-58-0
1-O-(tert-butyldimethylsilyl)-2-deoxy-2-azido-3,4,6-tri-O-benzyl-D-altritol

: 943860-52-4
(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

2: NaBH₄ / methanol / 2 h / 0 °C

3: pyridine / 3 h / 20 °C

4: 22 percent / Et₃N; H₂ / Pd/C / tetrahydrofuran / 20 °C / 750.08 Torr

With pyridine; sodium tetrahydroborate; hydrogen; Dess-Martin periodane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2007-966022

Reference yield:

: C₃₃H₄₅N₃O₅Si

: 943860-52-4
(2S,3S,4R,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-[(tert-butyldimethylsiloxy)methyl]pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 3 h / 20 °C

2: 22 percent / Et₃N; H₂ / Pd/C / tetrahydrofuran / 20 °C / 750.08 Torr

With pyridine; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1055/s-2007-966022