8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:253683-24-8
Molecular Formula:C₄₀H₅₂O₉
Molecular Weight:676.847
Hs Code.:

Synonyms:8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of 8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of 8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 4 articles about 8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 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: 82.0%

: 253683-38-4
8-O-(2-methoxyethyl)-4-(Z)-octenol

: 108869-64-3,130177-78-5,129163-12-8
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 253683-24-8
8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ol991071+

Reference yield:

: 1552-12-1,111-78-4
1,5-cis,cis-cyclooctadiene

: 253683-24-8
8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: ozone / CH₂Cl₂; methanol / 4 h / -78 °C

2: 50.2 g / NaBH₄ / methanol; CH₂Cl₂ / 12 h / 20 °C

3: 33 percent / sodium hydride; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 12 h / 20 °C

4: 82 percent / TMSOTf; triethylamine / CH₂Cl₂

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol991071+

Reference yield:

: 51097-60-0,99109-63-4,52153-48-7
(Z)-oct-4-enedial

: 253683-24-8
8-O-(2-methoxyethyl)-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 50.2 g / NaBH₄ / methanol; CH₂Cl₂ / 12 h / 20 °C

2: 33 percent / sodium hydride; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 12 h / 20 °C

3: 82 percent / TMSOTf; triethylamine / CH₂Cl₂

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol991071+