(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

Base Information

Chemical Name:(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one
CAS No.:123487-21-8
Molecular Formula:C₃₄H₅₂O₅Si
Molecular Weight:568.869
Hs Code.:

Synonyms:(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

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Chemical Property of (3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

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Technology Process of (3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

There total 11 articles about (3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-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: 79.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 123487-20-7
(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-hydroxy-9-methyl-1-dodecen-11-one

: 123487-21-8
(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 19h; Ambient temperature;
DOI:10.1021/jo00285a017

Reference yield:

: 330798-47-5
(2RS,4R)-4,8-dimethyl-7-nonen-2-ol

: 123487-21-8
(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / CrO₃-pyridine / CH₂Cl₂ / 15 h / Ambient temperature

2: 38 percent / p-toluenesulfonic acid monohydrate / benzene / 4 h / Heating

3: 1.) ozone, 2.) dimethyl sulfide / 1a.) CH₂Cl₂, -78 deg C, 1 h, 1b.) RT, 0.5 h, 2.) RT, 1 h

4: 1.) sodium hydride / 1.) THF, 15 min, 2.) RT, 4 h

5: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.5 h / 2068.6 Torr / Ambient temperature

6: 90 percent / DIBAH / toluene / 0.5 h / -78 °C

9: 79 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 19 h / Ambient temperature

With dimethylsulfide; chromium trioxide-pyridine complex; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene; benzene;
DOI:10.1021/jo00285a017

Reference yield:

: 2385-77-5
(R)-Citronellal

: 123487-21-8
(3R,4R,9R)-3-<((tert-butyldiphenylsilyl)oxy)methyl>-4-<(2-methoxyethoxy)methoxy>-9-methyl-1-dodecen-11-one

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent

2: 93 percent / CrO₃-pyridine / CH₂Cl₂ / 15 h / Ambient temperature

3: 38 percent / p-toluenesulfonic acid monohydrate / benzene / 4 h / Heating

4: 1.) ozone, 2.) dimethyl sulfide / 1a.) CH₂Cl₂, -78 deg C, 1 h, 1b.) RT, 0.5 h, 2.) RT, 1 h

5: 1.) sodium hydride / 1.) THF, 15 min, 2.) RT, 4 h

6: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.5 h / 2068.6 Torr / Ambient temperature

7: 90 percent / DIBAH / toluene / 0.5 h / -78 °C

10: 79 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 19 h / Ambient temperature

With dimethylsulfide; chromium trioxide-pyridine complex; hydrogen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene; benzene;
DOI:10.1021/jo00285a017