Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

Base Information

Chemical Name:Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside
CAS No.:175981-07-4
Molecular Formula:C₄₆H₆₀O₁₃SSi
Molecular Weight:881.126
Hs Code.:

Synonyms:Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

There total 11 articles about Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside 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: 75.0%

: 175980-94-6
Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-thio-β-D-galactopyranoside

: 175980-95-7
Acetic acid (2S,3R,4R,5S,6S)-3-acetoxy-5-(4-methoxy-benzyloxy)-2-methyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yl ester

: 175981-07-4
Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

Guidance literature:: trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃;
DOI:10.1016/0040-4039(96)00061-5

Reference yield:

: 613-90-1
benzoyl cyanide

: 175981-07-4
Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) triethylamine / 1.) pyridine, -17 degC

2: hydrazinium acetate / dimethylformamide

3: 1.) trifluoromethanesulfonic anhydride; 2.) tetrabutylammonium nitrite / 1.) pyridine

5: 75 percent / TMSOTf / CH₂Cl₂ / -10 °C

With hydrazinium monoacetate; trifluoromethanesulfonic acid anhydride; triethylamine; tetrabutylammonium nitrite; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00061-5

Reference yield:

: 108182-34-9
allyl 3,4-di-O-isopropylidene-α-L-fucopyranoside

: 175981-07-4
Thexyldimethylsilyl 2-O-benzoyl-4,6-O-benzylidene-3-S-(3,4-di-O-acetyl-2-p-methoxybenzyl-α-L-fucopyranosyl)-3-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / sodium hydride / dimethylformamide

2: 1.) HOAc / 1.) H₂O; 2.) pyridine

3: 1.) (Ph₃P)3RhCl; 2.) HCl

4: 95 percent / DBU

5: 75 percent / TMSOTf / CH₂Cl₂ / -10 °C

With hydrogenchloride; Wilkinson's catalyst; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00061-5