(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

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Chemical Name:(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol
CAS No.:290815-67-7
Molecular Formula:C₃₃H₄₄O₆Si
Molecular Weight:564.794
Hs Code.:

Synonyms:(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

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Chemical Property of (2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

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Technology Process of (2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

There total 12 articles about (2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol 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: 81.0%

: 290815-66-6
(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-[(R)-1-(1,4-dioxa-spiro[4.5]dec-2-yl)methyl]-1-(4-methoxy-benzyloxy)-hex-4-en-2-ol

: 290815-67-7
(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

Guidance literature:: With 1.3-propanedithiol; boron trifluoride diethyl etherate; In dichloromethane; at -78 - -10 ℃; for 1h;
DOI:10.1021/ol005850y

Reference yield:

: 290815-62-2
(R)-4-[(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)methyl]-6-hydroxymethyl-5,6-dihydro-pyran-2-one

: 290815-67-7
(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / PPTS / CH₂Cl₂ / 8 h / 20 °C

2: 87 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1.5 h / 0 °C

3: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C

4: 81 percent / 1,3-propanedithiol; BF₃*Et₂O / CH₂Cl₂ / 1 h / -78 - -10 °C

With 1H-imidazole; 1.3-propanedithiol; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction / 3: Condensation / 4: Ring cleavage;
DOI:10.1021/ol005850y

Reference yield:

: 290815-63-3
(R)-4-[(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)methyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

: 290815-67-7
(2R,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(Z)-ylidene]-7-(4-methoxy-benzyloxy)-heptane-1,2,6-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1.5 h / 0 °C

2: 95 percent / imidazole / dimethylformamide / 1 h / 0 °C

3: 81 percent / 1,3-propanedithiol; BF₃*Et₂O / CH₂Cl₂ / 1 h / -78 - -10 °C

With 1H-imidazole; 1.3-propanedithiol; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Condensation / 3: Ring cleavage;
DOI:10.1021/ol005850y