2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

Base Information

Chemical Name:2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene
CAS No.:314754-62-6
Molecular Formula:C₅₃H₆₃ClO₇
Molecular Weight:847.532
Hs Code.:

Synonyms:2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

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Chemical Property of 2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

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Technology Process of 2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

There total 3 articles about 2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene 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: 41.0%

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 314754-57-9
2,7-di-tert-butyl-4,5-bis(chloromethyl)-9,9-dimethyl-9H-xanthene

: 314754-62-6
2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

Guidance literature:: With 15-crown-5; sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 130525-39-2
2,7-di-t-butyl-9,9-dimethyl-4,5-xanthenedicarboxylic acid

: 314754-62-6
2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

Guidance literature:: Multi-step reaction with 3 steps

1: 9 percent / borane*dimethyl sulfide / tetrahydrofuran / 4 h / Heating

2: 91 percent / SOCl₂ / CH₂Cl₂ / 2 h / 20 °C

3: 41 percent / 15-crown-5; NaH / tetrahydrofuran / 2 h / 20 °C

With thionyl chloride; 15-crown-5; dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Substitution / 3: Condensation;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 186903-60-6
(2,7-di-tert-butyl-5-hydroxymethyl-9,9-dimethyl-9H-xanthen-4-yl)-methanol

: 314754-62-6
2,7-di-tert-butyl-4-chloromethyl-9,9-dimethyl-5-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yloxy)methylxanthene

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / SOCl₂ / CH₂Cl₂ / 2 h / 20 °C

2: 41 percent / 15-crown-5; NaH / tetrahydrofuran / 2 h / 20 °C

With thionyl chloride; 15-crown-5; sodium hydride; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Condensation;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g