[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Name:[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:915122-88-2
Molecular Formula:C₂₆H₃₉IO₂Si
Molecular Weight:538.584
Hs Code.:

Synonyms:[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

There total 5 articles about [(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-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: 82.0%

: 915122-93-9
[(3S,5R)-2-(3-Benzyloxy-propyl)-5-methyl-3-prop-2-ynyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

: 915122-88-2
[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With N-iodo-succinimide; silver nitrate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
DOI:10.1002/anie.200602035

Reference yield:

: C₂₆H₄₀O₂Si

: 915122-88-2
[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With N-iodo-succinimide; silver nitrate; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1002/anie.200702695

Reference yield:

: 915122-92-8
(R)-5-methyl-2-iodo-2-cyclohexen-1-one

: 915122-88-2
[(3S,5R)-2-(3-Benzyloxy-propyl)-3-(3-iodo-prop-2-ynyl)-5-methyl-cyclohex-1-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*THF / tetrahydrofuran / 8 h / 20 °C

1.2: 72 percent / Cs₂CO₃; Ph₃As / Pd(dppf)Cl₂ / tetrahydrofuran; H₂O / 2 h / 20 - 50 °C

2.1: CH₂Cl₂ / 0.17 h / -78 °C

2.2: CH₂Cl₂ / -78 - -10 °C

3.1: 82 percent / N-iodosuccinimide; AgNO₃ / dimethylformamide / 2 h / 0 - 20 °C

With N-iodo-succinimide; borane-THF; silver nitrate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.2: Suzuki-Miyaura coupling;
DOI:10.1002/anie.200602035