6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Base Information

Chemical Name:6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)
CAS No.:859830-77-6
Molecular Formula:C₅₃H₇₆O₁₁Si
Molecular Weight:917.265
Hs Code.:

Synonyms:6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Suppliers and Price of 6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-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 6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Chemical Property:

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

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Technology Process of 6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

There total 8 articles about 6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-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: 70.0%

: 859830-76-5
6α-O-tert-butyldimethylsilylchlorogenin 3β-O-β-D-glucopyranoside

: 54769-36-7
N-benzoyloxybenzotriazole

: 859830-77-6
6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.carres.2005.03.019

Reference yield:

: 859830-73-2
3β-O-benzyl-6α-O-tert-bytyldimethylsilylchlorogenin

: 859830-77-6
6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / H₂; Et₃N / Pd/C / ethanol; CH₂Cl₂ / 12 h

2: 99 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 - 20 °C

3: 93.3 percent / NaOMe / CHCl₃; methanol / 2 h / 20 °C

4: 70 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform;
DOI:10.1016/j.carres.2005.03.019

Reference yield:

: 146333-24-6
3-O-benzyl diosgenin

: 859830-77-6
6α-O-tert-butyldimethylsilylchlorogenin 3β-O-(3,6-di-O-benzoyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 6 steps

1.1: B₂H₆*MeS₂ / tetrahydrofuran / 20 °C

1.2: 71 percent / aq. NaOH; aq. H₂O₂ / 20 °C

2.1: 95 percent / imidazole; DMAp / CH₂Cl₂ / 20 h / 20 °C

3.1: 90 percent / H₂; Et₃N / Pd/C / ethanol; CH₂Cl₂ / 12 h

4.1: 99 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 - 20 °C

5.1: 93.3 percent / NaOMe / CHCl₃; methanol / 2 h / 20 °C

6.1: 70 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; diborane-dimethylsulfide complex; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform;
DOI:10.1016/j.carres.2005.03.019