4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranoside

Base Information

Chemical Name:4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranoside
CAS No.:1377187-01-3
Molecular Formula:C₅₀H₄₆O₁₀
Molecular Weight:806.909
Hs Code.:

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

Chemical Property:

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

There total 5 articles about 4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-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: 95.0%

: 1377187-00-2
4-tert-butyldiphenylsilyloxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-Dglucopyranoside

: 1377187-01-3
4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h; 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

: 1377187-01-3
4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: pyridine / 10 h / 20 °C

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

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

Reference yield:

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

: 1377187-01-3
4-hydroxybut-1-yl 2,3,4-tri-O-benzoyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: pyridine / 10 h / 20 °C

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

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