2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Base Information

Chemical Name:2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester
CAS No.:139897-27-1
Molecular Formula:C₃₃H₃₉BrO₆Si
Molecular Weight:639.659
Hs Code.:

2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Synonyms:

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Chemical Property of 2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

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Technology Process of 2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

There total 12 articles about 2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester 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:

: 5-((R)-1-{(R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-2-methanesulfonyloxymethyl-furan-3-carboxylic acid methyl ester

: 139897-27-1,139897-28-2
2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Guidance literature:: With lithium bromide; In tetrahydrofuran; at 0 ℃; Yield given;

Reference yield:

: 126822-71-7
1-iodo-2-<(tert-butyldiphenylsilyl)oxy>ethane

: 139897-27-1,139897-28-2
2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) lithium diisopropylamide, 2.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone (DMPU) / 1.) THF, -78 deg C, 45 min, 2.) THF, a) -78 deg C, 30 min, b) RT, 18 h

2: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, -78 deg C, 1 h

3: 1.) ozone, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, RT, 5 h

4: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.17 h / -78 °C

5: 90 percent / 10-camphorsulfonic acid / benzene / Heating

6: 1.) potassium hexamethyldisilazide / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

7: 95 percent / silver perchlorate / benzene; H₂O

8: 92 percent / NaBH₄ / methanol / 0.08 h / -30 °C

9: triethylamine / CH₂Cl₂ / 0.33 h / -10 °C

10: lithium bromide / tetrahydrofuran / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; silver perchlorate; potassium hexamethylsilazane; ozone; triethylamine; triphenylphosphine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; benzene;

Reference yield:

: 139897-19-1
(2-bromoethoxy)(tert-butyl)diphenylsilane

: 139897-27-1,139897-28-2
2-Bromomethyl-5-((R)-1-{(R)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-oxo-tetrahydro-furan-2-yl}-2-methyl-allyl)-furan-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / sodium iodide / acetone / 36 h / Ambient temperature

2: 1.) lithium diisopropylamide, 2.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone (DMPU) / 1.) THF, -78 deg C, 45 min, 2.) THF, a) -78 deg C, 30 min, b) RT, 18 h

3: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, -78 deg C, 1 h

4: 1.) ozone, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, RT, 5 h

5: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.17 h / -78 °C

6: 90 percent / 10-camphorsulfonic acid / benzene / Heating

7: 1.) potassium hexamethyldisilazide / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1 h

8: 95 percent / silver perchlorate / benzene; H₂O

9: 92 percent / NaBH₄ / methanol / 0.08 h / -30 °C

10: triethylamine / CH₂Cl₂ / 0.33 h / -10 °C

11: lithium bromide / tetrahydrofuran / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; silver perchlorate; potassium hexamethylsilazane; ozone; triethylamine; triphenylphosphine; sodium iodide; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;