tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane
CAS No.:243468-88-4
Molecular Formula:C₂₃H₃₈Br₂O₃Si
Molecular Weight:550.446
Hs Code.:

Synonyms:tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

There total 6 articles about tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane 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: 89.0%

: 558-13-4
carbon tetrabromide

: 243468-87-3
(3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexanal

: 243468-88-4
tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

Guidance literature:: With triphenylphosphine; In dichloromethane; for 0.5h;
DOI:10.1002/(SICI)1521-3773(19990601)38:11<1652::AID-ANIE1652>3.0.CO;2-K

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 243468-88-4
tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -50 °C

2: 1.) catecholborane, 2.) NaOH, H₂O₂ / 1.) (Ph₃P)3RhCl / 1.) THF, -5 deg C, 30 min, 2.) MeOH, r.t., 2 h

3: 99 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

4: 89 percent / PPh₃ / CH₂Cl₂ / 0.5 h

With 2,6-dimethylpyridine; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; triphenylphosphine; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In dichloromethane;
DOI:10.1002/(SICI)1521-3773(19990601)38:11<1652::AID-ANIE1652>3.0.CO;2-K

Reference yield:

: 160238-46-0
(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

: 243468-88-4
tert-Butyl-{(1S,2S)-5,5-dibromo-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-pent-4-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 8 h / -78 °C

2: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -50 °C

3: 1.) catecholborane, 2.) NaOH, H₂O₂ / 1.) (Ph₃P)3RhCl / 1.) THF, -5 deg C, 30 min, 2.) MeOH, r.t., 2 h

4: 99 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

5: 89 percent / PPh₃ / CH₂Cl₂ / 0.5 h

With 2,6-dimethylpyridine; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; triphenylphosphine; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In dichloromethane; toluene;
DOI:10.1002/(SICI)1521-3773(19990601)38:11<1652::AID-ANIE1652>3.0.CO;2-K