p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

Base Information

Chemical Name:p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside
CAS No.:359686-52-5
Molecular Formula:C₃₂H₄₂O₁₀
Molecular Weight:586.679
Hs Code.:

Synonyms:p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

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Chemical Property of p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

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Technology Process of p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

There total 5 articles about p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-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: 66.0%

: 3282-30-2
pivaloyl chloride

: 359686-45-6
p-[2-(benzyloxycarbonyl)ethyl]phenyl β-D-galactopyranoside

: 359686-52-5
p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

Guidance literature:: p-[2-(benzyloxycarbonyl)ethyl]phenyl β-D-galactopyranoside; With bis(tri-n-butyltin)oxide; In toluene; for 2h; Heating;

pivaloyl chloride; In toluene; at 20 ℃; for 72h;
DOI:10.1081/CAR-100103953

Reference yield:

: 31770-76-0
3-(4-hydroxyphenyl)propionic acid benzyl ester

: 359686-52-5
p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 59 percent / SnCl₄ / CH₂Cl₂ / 1 h / -19 °C

2.1: 74 percent / NaOBn / phenylmethanol / 1 h / 0 °C / pH 11

3.1: (Bu₃Sn)2O / toluene / 2 h / Heating

3.2: 66 percent / toluene / 72 h / 20 °C

With tin(IV) chloride; sodium phenyl-methanolate; bis(tri-n-butyltin)oxide; In dichloromethane; toluene; benzyl alcohol;
DOI:10.1081/CAR-100103953

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 359686-52-5
p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 765 mg / KHCO₃ / dimethylformamide / 12 h / 20 °C

2.1: 59 percent / SnCl₄ / CH₂Cl₂ / 1 h / -19 °C

3.1: 74 percent / NaOBn / phenylmethanol / 1 h / 0 °C / pH 11

4.1: (Bu₃Sn)2O / toluene / 2 h / Heating

4.2: 66 percent / toluene / 72 h / 20 °C

With tin(IV) chloride; potassium hydrogencarbonate; sodium phenyl-methanolate; bis(tri-n-butyltin)oxide; In dichloromethane; N,N-dimethyl-formamide; toluene; benzyl alcohol;
DOI:10.1081/CAR-100103953