6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

Base Information

Chemical Name:6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose
CAS No.:225924-54-9
Molecular Formula:C₂₅H₃₄O₇Si
Molecular Weight:474.626
Hs Code.:

Synonyms:6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

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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 6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

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Technology Process of 6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

There total 1 articles about 6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose 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: 64.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 225924-46-9
1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 225924-54-9
6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 4 ℃; for 24h;
DOI:10.1002/(SICI)1099-0690(199905)1999:5<1153::AID-EJOC1153>3.0.CO;2-S

Reference yield: 79.0%

: 100-39-0
benzyl bromide

: 225924-54-9
6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 225924-55-0
3,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199905)1999:5<1153::AID-EJOC1153>3.0.CO;2-S

Reference yield:

: 225924-54-9
6-O-tert-butyldiphenylsilyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 225924-65-2
allyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

2: AcOH / H₂O; acetone / 1 h / Ambient temperature

4: 94 percent / molecular sieves (3 Angstroem), TMSOTf / diethyl ether / 0.25 h / Ambient temperature

5: 95 percent / NaOMe / methanol / 6 h / Ambient temperature

6: 90 percent / NaH / dimethylformamide / 2 h / Ambient temperature

7: 92 percent / Bu₄NF / tetrahydrofuran; acetic acid / 96 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; acetic acid; In tetrahydrofuran; methanol; diethyl ether; water; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1002/(SICI)1099-0690(199905)1999:5<1153::AID-EJOC1153>3.0.CO;2-S