tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

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Chemical Name:tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane
CAS No.:213402-89-2
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

Synonyms:tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

There total 14 articles about tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-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: 69.0%

: 213402-83-6
Toluene-4-sulfonic acid (2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexyl ester

: 213402-89-2
tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

Guidance literature:: In dimethyl sulfoxide; at 25 ℃; for 3h;
DOI:10.1021/jo001377q

Reference yield: 69.0%

: Benzenesulfonic acid (2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexyl ester

: 70277-75-7
lithium acetylide

: 213402-89-2
tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

Guidance literature:: In dimethyl sulfoxide; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(98)01233-7

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 213402-89-2
tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 64 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 16 h / 25 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

3.1: 10.4 g / diethyl ether / 3 h / 25 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

5.1: 8.84 g / benzene / 0.5 h / 25 °C

6.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C

6.2: 89 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 2 h / 50 °C

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

8.1: 4.92 g / n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

9.1: 100 percent / LiBH₄ / ethanol; diethyl ether / 1 h / -10 °C

10.1: 97 percent / pyridine / 2 h / 25 °C

11.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 25 °C

12.1: 69 percent / dimethylsulfoxide / 3 h / 25 °C

With 2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; benzene; 2.1: Swern oxidation / 3.1: Grignard reaction / 4.1: Swern oxidation / 5.1: Wittig reaction / 7.1: Swern oxidation / 8.1: Evans' aldol reaction;
DOI:10.1021/jo001377q