methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

Base Information

Chemical Name:methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside
CAS No.:92413-85-9
Molecular Formula:C₃₀H₃₈O₆SSi
Molecular Weight:554.78
Hs Code.:

Synonyms:methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

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Chemical Property of methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

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Technology Process of methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

There total 5 articles about methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside 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: 74.0%

: 34339-62-3
methyl 2,3-dideoxy-6-O-toluene-p-sulphonyl-α-D-erythro-hexopyranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 92413-85-9
methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

Guidance literature:: With 1H-imidazole; at 45 ℃; for 20h;
DOI:10.1016/S0040-4020(01)91120-2

Reference yield:

: 3427-20-1
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 92413-85-9
methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / PtO₂ / methanol

2: 100 percent / triethylamine / methanol; H₂O / Ambient temperature

3: pyridine / Ambient temperature

4: 74 percent / 2.5 eq. imidazole / 20 h / 45 °C

With pyridine; 1H-imidazole; hydrogen; triethylamine; platinum(IV) oxide; In methanol; water;
DOI:10.1016/S0040-4020(01)91120-2

Reference yield:

: 2873-29-2
D-glucal triacetate

: 92413-85-9
methyl-4-O-(t-butyldiphenylsilyl)-2,3-dideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / BF₃*Et₂O / benzene / 1.5 h / Ambient temperature

2: 100 percent / H₂ / PtO₂ / methanol

3: 100 percent / triethylamine / methanol; H₂O / Ambient temperature

4: pyridine / Ambient temperature

5: 74 percent / 2.5 eq. imidazole / 20 h / 45 °C

With pyridine; 1H-imidazole; boron trifluoride diethyl etherate; hydrogen; triethylamine; platinum(IV) oxide; In methanol; water; benzene;
DOI:10.1016/S0040-4020(01)91120-2