methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

Base Information

Chemical Name:methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate
CAS No.:220280-99-9
Molecular Formula:C₃₂H₄₄O₈SSi
Molecular Weight:616.848
Hs Code.:

Synonyms:methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

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Chemical Property of methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

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Technology Process of methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

There total 8 articles about methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate 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: 63.0%

: 106-95-6
allyl bromide

: 220280-97-7
methyl 4-S-(2-O'-acetyl-6-O'-tert-butyidiphenyisilyl-β-D-galacto-pyranosyl)mercaptobutyrate

: 220280-99-9
methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In benzene; at 80 ℃;
DOI:10.1016/S0040-4039(99)01690-1

Reference yield:

: 39257-91-5
methyl 4-mercaptobutanoate

: 220280-99-9
methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / BF₃*Et₂O / CH₂Cl₂

2: NaOMe / methanol

3: 74 percent / imidazole / dimethylformamide

4: 90 percent / p-TsOH

5: 82 percent / pyridine

6: 74 percent / p-TsOH; ethane-1,2-dithiol / CHCl₃ / Heating

7: 63 percent / Bu₂SnO; Bu₄NI / benzene / 80 °C

With pyridine; 1H-imidazole; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethane-1,2-dithiol; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene; 1: Alkylation / 2: Deacetylation / 3: silylation / 4: Alkylation / 5: Acetylation / 6: acidolysis / 7: allylation;
DOI:10.1016/S0040-4039(99)01690-1

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 220280-99-9
methyl 4-S-(3-O'-allyl-2-O'-acetyl-6-O'-tert-butyldiphenylsilyl-β-D-galactopyranosyl)mercaptobutyrate

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / BF₃*Et₂O / CH₂Cl₂

2: NaOMe / methanol

3: 74 percent / imidazole / dimethylformamide

4: 90 percent / p-TsOH

5: 82 percent / pyridine

6: 74 percent / p-TsOH; ethane-1,2-dithiol / CHCl₃ / Heating

7: 63 percent / Bu₂SnO; Bu₄NI / benzene / 80 °C

With pyridine; 1H-imidazole; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethane-1,2-dithiol; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene; 1: Alkylation / 2: Deacetylation / 3: silylation / 4: Alkylation / 5: Acetylation / 6: acidolysis / 7: allylation;
DOI:10.1016/S0040-4039(99)01690-1