2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside
CAS No.:124488-71-7
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside 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: 93.5%

: 100-39-0
benzyl bromide

: 124488-70-6
2-(Trimethylsilyl)ethyl 3,4-O-isopropylidene-β-L-fucopyranoside

: 124488-71-7
2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1016/0008-6215(89)84146-1

Reference yield: 70.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 138343-55-2
ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

: 1158820-51-9
2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranoside

: 124488-71-7
2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In diethyl ether; at 0 ℃; for 6h; Molecular sieve;
DOI:10.1016/j.tetasy.2009.02.003

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 124488-71-7
2-(trimethylsilyl)ethyl 2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 4A molecular sieves, 2.) silver carbonate, silver perchlorate, 4A molecular sieves / 1.) CH₂Cl₂, RT, 6 h, 2.) CH₂Cl₂, 25 deg C, overnight

2: 100 percent / NaOCH₃ / methanol

3: 1.) Drierite, 2.) p-toluenesulfonic acid monohydrate / 1.) DMF, RT, 2 h, 2.) DMF, 60 deg C, 12 h

4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 3 h

With calcium sulfate; 4 A molecular sieve; sodium methylate; silver perchlorate; sodium hydride; toluene-4-sulfonic acid; silver carbonate; In methanol;
DOI:10.1016/0008-6215(94)84107-1