8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

Base Information

Chemical Name:8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside
CAS No.:193695-39-5
Molecular Formula:C₄₆H₄₅ClO₁₂
Molecular Weight:825.309
Hs Code.:

Synonyms:8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-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 8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

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Technology Process of 8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

There total 6 articles about 8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-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: 55.3%

: 178939-82-7
2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranosyl fluoride

: (+/-)-8-benzoyloxylinalool

: 193695-39-5
8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; zirconocene dichloride; silver perchlorate; In dichloromethane; at -20 ℃; for 24h;
DOI:10.1016/S0008-6215(97)00086-4

Reference yield:

: 114298-48-5
1,2,3,4-tetra-O-benzoyl-α-D-glucopyranose

: 193695-39-5
8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate / dichloromethane; toluene / 42 h / -20 °C

2: hydrazinium monoacetate / N,N-dimethyl-formamide / 2 h / 60 °C

3: 4,4'-diaminostilbene-2,2'-disulfonic acid / dichloromethane / 0.17 h / -30 °C

4: 4 A molecular sieve; zirconocene dichloride; silver perchlorate / dichloromethane / 24 h / -20 °C

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; zirconocene dichloride; silver trifluoromethanesulfonate; silver perchlorate; hydrazinium monoacetate; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; N,N-dimethyl-formamide; toluene; 1: glycosylation / 2: debenzoylation / 3: Fluorination / 4: glycosylation;
DOI:10.1016/S0008-6215(97)00086-4

Reference yield:

: 2,3,4-tri-O-benzoyl-D-glucopyranosyl fluoride

: 193695-39-5
8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1 h / 0 °C

2: 4 A molecular sieve; zirconocene dichloride; silver perchlorate / dichloromethane / 24 h / -20 °C

With pyridine; 4 A molecular sieve; zirconocene dichloride; silver perchlorate; In dichloromethane; 1: Acylation / 2: glycosylation;
DOI:10.1016/S0008-6215(97)00086-4