tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

Base Information

Chemical Name:tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate
CAS No.:635683-77-1
Molecular Formula:C₃₄H₄₀O₇S
Molecular Weight:592.753
Hs Code.:

Synonyms:tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

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Chemical Property of tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

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Technology Process of tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

There total 8 articles about tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate 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: 85.0%

: 75-65-0
tert-butyl alcohol

: 635683-76-0
phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside

: 635683-77-1
tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

Guidance literature:: With dipyridinium dichromate; acetic anhydride; In dichloromethane; for 5h;
DOI:10.1021/ol035606h

Reference yield:

: 4551-15-9
phenylthiotrimethylsilane

: 635683-77-1
tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ZnI₂ / CH₂Cl₂ / 2.5 h / 0 - 20 °C

1.2: TBAF / tetrahydrofuran / 0.5 h

2.1: 85 percent / pyridinium dichromate; Ac₂O / CH₂Cl₂ / 5 h

With dipyridinium dichromate; acetic anhydride; zinc(II) iodide; In dichloromethane;
DOI:10.1021/ol035606h

Reference yield:

: 100-39-0
benzyl bromide

: 635683-77-1
tert-butyl (phenyl 2-O-allyl-3-O-benzyl-4-O-p-methoxybenzyl-1-thio-α-D-glucopyranoside) uronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / NaH / dimethylformamide / 0.75 h

2.1: ZnI₂ / CH₂Cl₂ / 2.5 h / 0 - 20 °C

2.2: TBAF / tetrahydrofuran / 0.5 h

3.1: 85 percent / pyridinium dichromate; Ac₂O / CH₂Cl₂ / 5 h

With dipyridinium dichromate; acetic anhydride; sodium hydride; zinc(II) iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol035606h