p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

Base Information

Chemical Name:p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside
CAS No.:359686-69-4
Molecular Formula:C₃₅H₄₃F₃O₁₃S
Molecular Weight:760.78
Hs Code.:

Synonyms:p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

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

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Chemical Property of p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

Chemical Property:

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

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Technology Process of p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

There total 8 articles about p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside 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: 92.0%

: 3396-11-0
cesium acetate

: 359686-59-2
p-[2-(benzyloxycarbonyl)ethyl]phenyl 3,6-di-O-pivaloyl-2,4-bis(O-trifluoromethylsulfonyl)-β-D-galactopyranoside

: 359686-69-4
p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

Guidance literature:: With 18-crown-6 ether; In benzene; at 20 ℃; for 4h;
DOI:10.1081/CAR-100103953

Reference yield:

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

: 359686-69-4
p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 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

4.1: 145 mg / pyridine / 4 h / 20 °C

5.1: 92 percent / 18-crown-6 / benzene / 4 h / 20 °C

With pyridine; 18-crown-6 ether; tin(IV) chloride; sodium phenyl-methanolate; bis(tri-n-butyltin)oxide; In dichloromethane; toluene; benzyl alcohol; benzene;
DOI:10.1081/CAR-100103953

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 359686-69-4
p-[2-(benzyloxycarbonyl)ethyl]phenyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-trifluoromethylsulfonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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

5.1: 145 mg / pyridine / 4 h / 20 °C

6.1: 92 percent / 18-crown-6 / benzene / 4 h / 20 °C

With pyridine; 18-crown-6 ether; tin(IV) chloride; potassium hydrogencarbonate; sodium phenyl-methanolate; bis(tri-n-butyltin)oxide; In dichloromethane; N,N-dimethyl-formamide; toluene; benzyl alcohol; benzene;
DOI:10.1081/CAR-100103953