(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

Base Information

Chemical Name:(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate
CAS No.:864875-42-3
Molecular Formula:C₃₁H₄₀Cl₃NO₇Si
Molecular Weight:673.106
Hs Code.:

Synonyms:(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

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Chemical Property of (6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

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Technology Process of (6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

There total 7 articles about (6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate 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: 90.0%

: {(E)-(S)-1-[(1R,2R)-3-(tert-Butyl-diphenyl-silanyloxy)-1,2-dihydroxy-propyl]-pent-2-enyl}-carbamic acid 2,2,2-trichloro-ethyl ester

: 108-24-7
acetic anhydride

: 864875-42-3
(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1002/chem.200901745

Reference yield:

: (Z)-3-((4R,5R)-5-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylaldehyde

: 864875-42-3
(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / chiral Soai catalyst / cyclohexane / 0 - 20 °C

2: CH₂Cl₂

3: aq. K₂CO₃ / methanol

4: PPh₃; CBr₄; Et₃N / CH₂Cl₂ / -40 °C

5: 20 °C

6: FeCl₃*6H₂O / CHCl₃

7: pyridine

With pyridine; carbon tetrabromide; chiral Soai catalyst; iron(III) chloride; potassium carbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane; chloroform; cyclohexane;
DOI:10.1002/anie.200500892

Reference yield:

: 864875-39-8
(S,E)-1-((4R,5R)-5-((tert-butyldiphenylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-1-en-3-ol

: 864875-42-3
(6R,7R,8S)-8-((E)-but-1-enyl)-13,13,13-trichloro-2,2-dimethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-6,7-diyl diacetate

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂

2: aq. K₂CO₃ / methanol

3: PPh₃; CBr₄; Et₃N / CH₂Cl₂ / -40 °C

4: 20 °C

5: FeCl₃*6H₂O / CHCl₃

6: pyridine

With pyridine; carbon tetrabromide; iron(III) chloride; potassium carbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane; chloroform;
DOI:10.1002/anie.200500892