(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

Base Information

Chemical Name:(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one
CAS No.:725250-95-3
Molecular Formula:C₄₇H₆₈O₆Si
Molecular Weight:757.139
Hs Code.:

(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

Synonyms:(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

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Chemical Property of (E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

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Technology Process of (E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

There total 9 articles about (E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one 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: 78.0%

: 1027025-42-8
(3S,5R)-6-(tert-Butyl-diphenyl-silanyloxy)-5-methoxy-3-methyl-hexanal

: 725250-92-0
{(R)-5-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-1-methyl-2-oxo-hexyl}-phosphonic acid diethyl ester

: 725250-95-3
(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

Guidance literature:: With barium dihydroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 725250-95-3
(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 0 °C

1.2: 81 percent / diethyl ether / -78 °C

2.1: NaBH(OAc)3 / acetonitrile; acetic acid / -40 °C

3.1: PPTS

4.1: K₂CO₃ / methanol

5.1: I₂; PPh₃; imidazole / CH₂Cl₂

6.1: 84 percent / tetrahydrofuran / 0 °C

7.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

With 1H-imidazole; barium dihydroxide; dicyclohexylboron chloride; iodine; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; acetonitrile; 7.1: Horner-Wadsworth-Emmons;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 671782-79-9
3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester

: 725250-95-3
(E)-(2R,9R,11R)-2-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-12-(tert-butyl-diphenyl-silanyloxy)-11-methoxy-6,9-dimethyl-dodec-6-en-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 0 °C

1.2: 81 percent / diethyl ether / -78 °C

2.1: NaBH(OAc)3 / acetonitrile; acetic acid / -40 °C

3.1: PPTS

4.1: K₂CO₃ / methanol

5.1: I₂; PPh₃; imidazole / CH₂Cl₂

6.1: 84 percent / tetrahydrofuran / 0 °C

7.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

With 1H-imidazole; barium dihydroxide; dicyclohexylboron chloride; iodine; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; acetonitrile; 7.1: Horner-Wadsworth-Emmons;
DOI:10.1016/j.tetlet.2004.04.159