(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

Base Information

Chemical Name:(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide
CAS No.:120093-60-9
Molecular Formula:C₂₄H₃₁IO₃Si
Molecular Weight:522.498
Hs Code.:

Synonyms:(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

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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 (4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

Chemical Property:

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Technology Process of (4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

There total 12 articles about (4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide 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: 90.0%

: 120093-59-6
(4R,5S)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(hydroxymethyl)-4-methyl-5-pentanolide

: 120093-60-9
(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene;
DOI:10.1016/S0040-4039(00)86693-9

Reference yield:

: 2385-77-5
(R)-Citronellal

: 120093-60-9
(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

Guidance literature:: Multi-step reaction with 11 steps

1: LDA / tetrahydrofuran

2: methanol

3: aq. NaHCO₃ / CH₂Cl₂

4: 95 percent / NaBH₄, CeCl₃ / methanol

5: cumene hydroperoxide / diisopropyl (+)-tartrate, Ti(i-OPr)4

6: 90 percent / imidazole

7: O₃ / CHCl₃ / -78 °C

8: CrO₃, H₂SO₄ / acetone / 0 °C

10: 50 percent / CF₃COOH / CHCl₃ / -10 °C

11: 90 percent / Ph₃P, I₂, imidazole / benzene

With 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; Cumene hydroperoxide; sulfuric acid; iodine; sodium hydrogencarbonate; ozone; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetone; benzene;
DOI:10.1016/S0040-4039(00)86693-9

Reference yield:

: 1117-61-9
(3R)-citronellol

: 120093-60-9
(4R,5R)-5-<<(tert-Butyldiphenylsilyl)oxy>methyl>-5-(iodomethyl)-4-methyl-5-pentanolide

Guidance literature:: Multi-step reaction with 12 steps

1: 70 percent / pyridinium chlorochromate / CH₂Cl₂

2: LDA / tetrahydrofuran

3: methanol

4: aq. NaHCO₃ / CH₂Cl₂

5: 95 percent / NaBH₄, CeCl₃ / methanol

6: cumene hydroperoxide / diisopropyl (+)-tartrate, Ti(i-OPr)4

7: 90 percent / imidazole

8: O₃ / CHCl₃ / -78 °C

9: CrO₃, H₂SO₄ / acetone / 0 °C

11: 50 percent / CF₃COOH / CHCl₃ / -10 °C

12: 90 percent / Ph₃P, I₂, imidazole / benzene

With 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; Cumene hydroperoxide; sulfuric acid; iodine; sodium hydrogencarbonate; ozone; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; lithium diisopropyl amide; titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetone; benzene;
DOI:10.1016/S0040-4039(00)86693-9