(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

Base Information

Chemical Name:(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol
CAS No.:247589-97-5
Molecular Formula:C₂₁H₃₆O₄Si
Molecular Weight:380.6
Hs Code.:

Synonyms:(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

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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 (1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

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Technology Process of (1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

There total 8 articles about (1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol 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: 93.0%

: 247589-96-4
[(1S,2S,4S,5S)-2-Benzyloxymethyl-5-methoxy-4-(4-methoxy-benzyloxy)-2-methyl-cyclopentyloxy]-tert-butyl-dimethyl-silane

: 247589-97-5
(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1039/a903160j

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 247589-97-5
(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole; DMAP

2: 100 percent / K₂CO₃ / methanol

3: 86 percent / NaH / 0 °C

4: 93 percent / DDQ; H₂O / CH₂Cl₂

With 1H-imidazole; dmap; water; sodium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; 1: Etherification / 2: Deacetylation / 3: Methylation / 4: deetheryfication;
DOI:10.1039/a903160j

Reference yield:

: (3S,5S)-3-Benzyloxymethyl-5-(4-methoxy-benzyloxy)-3-methyl-cyclopentane-1,2-diol

: 247589-97-5
(1S,2S,3S,4S)-4-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-cyclopentanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: SOCl₂; Et₃N / CH₂Cl₂ / 0 °C

2.1: RuCl₃*H₂O; NaIO₄; H₂O / CCl₄; acetonitrile

3.1: dimethylformamide / 40 °C

3.2: H₂SO₄ / tetrahydrofuran

4.1: 96 percent / imidazole; DMAP

5.1: 100 percent / K₂CO₃ / methanol

6.1: 86 percent / NaH / 0 °C

7.1: 93 percent / DDQ; H₂O / CH₂Cl₂

With 1H-imidazole; dmap; ruthenium trichloride; sodium periodate; thionyl chloride; water; sodium hydride; potassium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Oxidation / 3.1: Substitution / 3.2: Hydrolysis / 4.1: Etherification / 5.1: Deacetylation / 6.1: Methylation / 7.1: deetheryfication;
DOI:10.1039/a903160j