methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
CAS No.:688014-98-4
Molecular Formula:C₄₂H₅₆O₁₈Si
Molecular Weight:876.981
Hs Code.:

Synonyms:methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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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 methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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Technology Process of methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

There total 5 articles about methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-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: 87.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 688014-97-3
methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-α-D-mannopyranoside

: 688014-98-4
methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1002/ejoc.200300651

Reference yield:

: 135296-88-7
2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl trichloroacetimidate

: 688014-98-4
methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / BF₃*OEt₂; 4 Angstroem MS / CH₂Cl₂ / 2 h / -10 °C

2: 89 percent / 4-dimethylaminopyridine / pyridine / 16 h

3: 88 percent / AcOH; water / 4 h / 70 °C

4: 87 percent / imidazole / dimethylformamide / 20 h / 20 °C

With 1H-imidazole; dmap; 4 Angstroem MS; boron trifluoride diethyl etherate; water; acetic acid; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300651

Reference yield:

: 3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9
methyl-4,6-O-phenylmethylene-α-D-mannopyranoside

: 688014-98-4
methyl (2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / BF₃*OEt₂; 4 Angstroem MS / CH₂Cl₂ / 2 h / -10 °C

2: 89 percent / 4-dimethylaminopyridine / pyridine / 16 h

3: 88 percent / AcOH; water / 4 h / 70 °C

4: 87 percent / imidazole / dimethylformamide / 20 h / 20 °C

With 1H-imidazole; dmap; 4 Angstroem MS; boron trifluoride diethyl etherate; water; acetic acid; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300651