4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Base Information

Chemical Name:4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside
CAS No.:1377187-05-7
Molecular Formula:C₅₄H₅₆O₁₀
Molecular Weight:865.033
Hs Code.:

Synonyms:4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

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Chemical Property of 4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

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Technology Process of 4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

There total 5 articles about 4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-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: 96.0%

: 108-30-5
succinic acid anhydride

: 1377187-04-6
4-hydroxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

: 1377187-05-7
4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: With pyridine; dmap; at 65 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol301105y

Reference yield:

: 1377186-99-6
4-tert-butyldiphenylsilyloxybut-1-yl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

: 1377187-05-7
4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 5 h / 20 °C / pH 9 / Inert atmosphere

2.1: pyridine; dmap / 6 h / 80 °C / Inert atmosphere

3.1: sodium hydride / mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 5 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.1: pyridine; dmap / 16 h / 65 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; mineral oil;
DOI:10.1021/ol301105y

Reference yield:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 1377187-05-7
4-succinoyloxybut-1-yl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: mercury(I) bromide; mercury(II) cyanide / 1,2-dichloro-ethane / 36 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: sodium methylate / methanol / 5 h / 20 °C / pH 9 / Inert atmosphere

3.1: pyridine; dmap / 6 h / 80 °C / Inert atmosphere

4.1: sodium hydride / mineral oil / 0.5 h / 0 °C / Inert atmosphere

4.2: 5 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6.1: pyridine; dmap / 16 h / 65 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium methylate; mercury(I) bromide; mercury(II) cyanide; sodium hydride; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; mineral oil;
DOI:10.1021/ol301105y