dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

Base Information

Chemical Name:dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate
CAS No.:1313835-59-4
Molecular Formula:C₂₄H₄₈O₆Si₂
Molecular Weight:488.813
Hs Code.:

Synonyms:dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

Chemical Property:

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Technology Process of dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

There total 5 articles about dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate 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: 60.0%

: (tert-butyl)(dimethyl){[(1S)-1-phenylprop-2-en-1-yl]oxy}silane

: 121980-44-7
methyl (3R)-3-<(t-butyl)dimethylsilyloxy>hex-5-enoate

: 1313835-56-1
methyl (3R,5E,7S)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-7-phenylhept-5-enoate

: 1313835-59-4
dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/hlca.201000365

Reference yield:

: 1275506-51-8
(3R)-3-{[(tert-butyl)(dimethyl)silyl]oxy}hex-5-en-1-ol

: 1313835-56-1
methyl (3R,5E,7S)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-7-phenylhept-5-enoate

: 1313835-59-4
dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -78 °C

2: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 3 h

3: diethyl ether / 0.08 h / 0 °C

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; sodium chlorite; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; water; tert-butyl alcohol; 1: Swern oxidation;
DOI:10.1002/hlca.201000365

Reference yield:

: 1275506-53-0
(R)-3-((tert-butyldimethylsilyl)oxy)hex-5-enal

: 1313835-56-1
methyl (3R,5E,7S)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-7-phenylhept-5-enoate

: 1313835-59-4
dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 3 h

2: diethyl ether / 0.08 h / 0 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite; In diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/hlca.201000365