(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

Base Information

Chemical Name:(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate
CAS No.:123487-22-9
Molecular Formula:C₃₄H₅₂O₇Si
Molecular Weight:600.868
Hs Code.:

Synonyms:(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

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Chemical Property of (2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

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Technology Process of (2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

There total 13 articles about (2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate 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:

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

: 123487-22-9
(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

Guidance literature:: Multi-step reaction with 12 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

10: 1.) ozone, 2.) Me₂S / 1a.) CH₂Cl₂, -78 deg C, 0.5 h, 1b.) RT, O_.5 h, 2.) RT, 1 h

11: pyridinium dichromate / dimethylformamide / 17 h / Ambient temperature

12: dimethylformamide; H₂O; diethyl ether / 1 h / Ambient temperature

With dipyridinium dichromate; 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 diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00285a017

Reference yield:

: 2385-77-5
(R)-Citronellal

: 123487-22-9
(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

Guidance literature:: Multi-step reaction with 13 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

11: 1.) ozone, 2.) Me₂S / 1a.) CH₂Cl₂, -78 deg C, 0.5 h, 1b.) RT, O_.5 h, 2.) RT, 1 h

12: pyridinium dichromate / dimethylformamide / 17 h / Ambient temperature

13: dimethylformamide; H₂O; diethyl ether / 1 h / Ambient temperature

With dipyridinium dichromate; 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 diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00285a017

Reference yield:

: 20425-48-3
methyl (R)-(+)-citronellate

: 123487-22-9
(2R,3R,8R)-methyl 2-<((-tert-butyldiphenylsilyl)oxy)methyl>-3-<(2-methoxyethoxy)>-8-methyl-10-oxoundecanoate

Guidance literature:: Multi-step reaction with 14 steps

1: 89 percent / DIBAH / toluene / 0.5 h / -78 °C

2: 84 percent

3: 93 percent / CrO₃-pyridine / CH₂Cl₂ / 15 h / Ambient temperature

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

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

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

7: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.5 h / 2068.6 Torr / Ambient temperature

8: 90 percent / DIBAH / toluene / 0.5 h / -78 °C

11: 79 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 19 h / Ambient temperature

12: 1.) ozone, 2.) Me₂S / 1a.) CH₂Cl₂, -78 deg C, 0.5 h, 1b.) RT, O_.5 h, 2.) RT, 1 h

13: pyridinium dichromate / dimethylformamide / 17 h / Ambient temperature

14: dimethylformamide; H₂O; diethyl ether / 1 h / Ambient temperature

With dipyridinium dichromate; 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 diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00285a017