[(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester
• CAS No.: 302908-69-6
• Molecular Formula: C₄₀H₄₃N₃O₉Si
• Molecular Weight: 737.882
• Mol file: 302908-69-6.mol

Synonyms:[(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester

Chemical Property of [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester

There total 2 articles about [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl 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: 44.0%

C33H36N2O6Si (302908-65-2) + lithium benzyloxide (15082-42-5) → [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester (302908-69-6)

Guidance literature:

C₃₃H₃₆N₂O₆Si; With sodium chlorite; In water; dimethyl sulfoxide; tert-butyl alcohol;

With oxalyl dichloride; In dichloromethane;

lithium benzyloxide; Further stages;

DOI:10.1002/anie.200801793

Reference yield:

[(1S,2S,3R,4R,5R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester → [(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester (302908-69-6)

Guidance literature:

With potassium carbonate; In dichloromethane; for 2h;

DOI:10.1021/ja0019575

Reference yield: 59.0%

[(2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2,5-diformyl-cyclopentyl]-carbamic acid benzyl ester (302908-69-6) + trimethyleneglycol (504-63-2) → [(1R,2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[1,3]dioxan-2-yl-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-formyl-cyclopentyl]-carbamic acid benzyl ester (302908-70-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In diethyl ether; for 1.5h;

DOI:10.1021/ja0019575

upstream raw materials:

C₃₃H₃₆N₂O₆Si

lithium benzyloxide

Downstream raw materials:

[(1R,2S,3R,4R,5S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[1,3]dioxan-2-yl-3,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-formyl-cyclopentyl]-carbamic acid benzyl ester

(1S,2S,3S,4R,5R)-2-Benzyloxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-[1,3]dioxan-2-yl-4,5-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclopentanecarboxylic acid