3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

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Chemical Name:3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol
CAS No.:128308-27-0
Molecular Formula:C₂₆H₄₆O₅Si
Molecular Weight:466.734
Hs Code.:

Synonyms:3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

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Chemical Property of 3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

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Technology Process of 3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

There total 12 articles about 3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol 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: 100.0%

: 128308-26-9
{(1R,2S,5S)-5-(3-Benzyloxy-phenyl)-1-[(S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-5-methoxy-2-methyl-pentyloxy}-tert-butyl-dimethyl-silane

: 128308-27-0
3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0040-4039(00)70660-5

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 128308-27-0
3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / -10 - 0 °C

2: 100 percent / H₂ / Pd-C / methanol

3: Swern oxidation

4: toluene / 7.5 h / Heating

5: 85 percent / H₂ / Pd-C / ethyl acetate / 0.33 h / Ambient temperature

6: 1.) diisopinocampheylchloroborane; 2.) NaH / 1.) THF, -25 deg C; 2.) THF

7: 100 percent / H₂ / Pd-C / methanol

With diisopinocamphenylchloroborane; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)70660-5

Reference yield:

: (2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-1-ol

: 128308-27-0
3-[(1S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxy-4-methyl-heptyl]-phenol

Guidance literature:: Multi-step reaction with 5 steps

1: Swern oxidation

2: toluene / 7.5 h / Heating

3: 85 percent / H₂ / Pd-C / ethyl acetate / 0.33 h / Ambient temperature

4: 1.) diisopinocampheylchloroborane; 2.) NaH / 1.) THF, -25 deg C; 2.) THF

5: 100 percent / H₂ / Pd-C / methanol

With diisopinocamphenylchloroborane; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; ethyl acetate; toluene;
DOI:10.1016/S0040-4039(00)70660-5