2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

Base Information

Chemical Name:2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal
CAS No.:875576-40-2
Molecular Formula:C₂₁H₃₂O₅S₂
Molecular Weight:428.614
Hs Code.:

Synonyms:2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

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Chemical Property of 2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

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Technology Process of 2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

There total 3 articles about 2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal 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: 46.0%

: 108-24-7
acetic anhydride

: 100-39-0
benzyl bromide

: 74405-35-9
4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

: Acetic acid (1S,2R)-2-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propyl ester

: 875576-40-2
2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

Guidance literature:: 4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal; With di(n-butyl)tin oxide; In toluene; for 1.5h; Heating;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; cesium fluoride; In N,N-dimethyl-formamide; for 16h;

acetic anhydride; With pyridine;
DOI:10.1002/anie.200502742

Reference yield:

: 5328-37-0
L-arabinose

: 875576-40-2
2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 77 percent / aq. HCl / 0.17 h / cooling

2.1: 81 percent / pyridinium p-toluenesulfonate / acetone / 1.5 h

3.1: Bu₂SnO / toluene / 1.5 h / Heating

3.2: CsF; TBAI / dimethylformamide / 16 h

3.3: 46 percent / pyridine

With hydrogenchloride; pyridinium p-toluenesulfonate; di(n-butyl)tin oxide; In acetone; toluene;
DOI:10.1002/anie.200502742

Reference yield:

: 43179-48-2
L-arabinose di(ethylthio)acetal

: 875576-40-2
2-O-acetyl-3-O-benzyl-4,5-O-isopropylidene-L-arabinose di(ethylthio)acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / pyridinium p-toluenesulfonate / acetone / 1.5 h

2.1: Bu₂SnO / toluene / 1.5 h / Heating

2.2: CsF; TBAI / dimethylformamide / 16 h

2.3: 46 percent / pyridine

With pyridinium p-toluenesulfonate; di(n-butyl)tin oxide; In acetone; toluene;
DOI:10.1002/anie.200502742