<1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester

Base Information

• Chemical Name: <1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester
• CAS No.: 127381-68-4
• Molecular Formula: C₂₄H₃₆N₂O₅Si
• Molecular Weight: 460.646

Synonyms:

Chemical Property of <1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of <1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester

There total 4 articles about <1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester 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: 62.0%

ethanol (64-17-5) + <3aS<1<1S*,3(R*),5R*,6R*>,3aα,6α,7aβ>>-1-<<3-<2-<<(1,1-Dimwthylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (127381-65-1) → <1R<1α,3(S*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester (127381-68-4) + (2R)-bornane-10,2-sultam (94594-90-8,124224-04-0)

Guidance literature:

With titanium(IV) isopropylate; for 23h; Yields of byproduct given; Heating;

DOI:10.1021/jo00020a035

Reference yield:

(S)-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-6-methyl-3,6-diazabicyclo<3.1.0>hexane-2,4-dione (127381-60-6) → <1R<1α,3(S*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester (127381-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / dioxane / Irradiation; repeated portionwise addition of dipolarophile

2: 62 percent / Ti(OiPr)4 / 23 h / Heating

With titanium(IV) isopropylate; In 1,4-dioxane;

DOI:10.1021/jo00020a035

Reference yield:

(S)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-1H-pyrrole-2,5-dione (120417-15-4) → <1R<1α,3(S*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester (127381-68-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / toluene / 24 h / Ambient temperature

2: 93 percent / dioxane / 5 h / Irradiation

3: 45 percent / dioxane / Irradiation; repeated portionwise addition of dipolarophile

4: 62 percent / Ti(OiPr)4 / 23 h / Heating

With titanium(IV) isopropylate; In 1,4-dioxane; toluene;

DOI:10.1021/jo00020a035

upstream raw materials:

ethanol

<3aS<1<1S^*,3(R^*),5R^*,6R^*>,3aα,6α,7aβ>>-1-<<3-<2-<<(1,1-Dimwthylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

(S)-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-6-methyl-3,6-diazabicyclo<3.1.0>hexane-2,4-dione

5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione

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