(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester
CAS No.:947319-94-0
Molecular Formula:C₂₃H₃₃NO₆S
Molecular Weight:451.584
Hs Code.:

Synonyms:(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

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Chemical Property of (3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

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Technology Process of (3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

There total 14 articles about (3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl 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:

: 947319-92-8
(3aR,7S,7aS)-7-(3-bromo-4-methoxy-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

: 2,4,6-trivinylcyclotriboroxane*pyridine complex

: 947319-94-0
(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

Guidance literature:: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In 1,4-dioxane; at 160 ℃; for 0.5h;

Reference yield:

: C₂₁H₃₀BrNO₆S

: 947319-94-0
(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributylphosphine; caesium carbonate / 1,4-dioxane / 170 °C / Microwave irradiation

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributylphosphine; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; hexane; tert-butyl methyl ether; 2: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2011.02.038

Reference yield:

: C₁₄H₁₆BrNO₅S

: 947319-94-0
(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: dmap; triethylamine / 50 °C

2: methanol; caesium carbonate / 25 °C

3: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 25 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / -70 °C

5: toluene-4-sulfonic acid / dichloromethane / Reflux

6: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether

7: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributylphosphine; caesium carbonate / 1,4-dioxane / 170 °C / Microwave irradiation

With methanol; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; tributylphosphine; sulfur trioxide pyridine complex; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide; 3: Parikh-Doering oxidation / 7: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2011.02.038