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Technology Process of (5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Base Information
  • Chemical Name:(5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester
  • CAS No.:65102-81-0
  • Molecular Formula:C24H22N2O6S
  • Molecular Weight:466.514
  • Hs Code.:
(5<i>R</i>)-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-6<i>t</i>-(3-oxo-3<i>H</i>-isobenzofuran-1-ylideneamino)-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester

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Chemical Property of (5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester
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Technology Process of (5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

There total 3 articles about (5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl 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:

(5<i>R</i>)-6<i>t</i>-(2-carboxy-benzoylamino)-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
65102-79-6

(5R)-6t-(2-carboxy-benzoylamino)-3,3,6c-trimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5<i>R</i>)-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-6<i>t</i>-(3-oxo-3<i>H</i>-isobenzofuran-1-ylideneamino)-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
65102-81-0

(5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Guidance literature:
With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 18h; Ambient temperature;
DOI:10.1021/jo00401a012

Reference yield:

(5<i>R</i>)-6<i>t</i>-amino-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
65102-84-3

(5R)-6t-amino-3,3,6c-trimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5<i>R</i>)-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-6<i>t</i>-(3-oxo-3<i>H</i>-isobenzofuran-1-ylideneamino)-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
65102-81-0

(5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Guidance literature:
Multi-step reaction with 2 steps
1: CH2Cl2; tetrahydrofuran / 2 h / Ambient temperature
2: DCC / tetrahydrofuran / 18 h / Ambient temperature
With dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00401a012

Reference yield:

(5<i>R</i>)-6<i>t</i>-amino-3,3,6<i>c</i>-trimethyl-7-oxo-(5<i>r</i><i>H</i>)-4-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
36273-78-6

(5R)-6t-amino-3,3,6c-trimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5<i>R</i>)-3,3,6<i>c</i>-trimethyl-4<i>t</i>,7-dioxo-6<i>t</i>-(3-oxo-3<i>H</i>-isobenzofuran-1-ylideneamino)-(5<i>r</i><i>H</i>)-4λ<sup>4</sup>-thia-1-aza-bicyclo[3.2.0]heptane-2<i>c</i>-carboxylic acid benzyl ester
65102-81-0

(5R)-3,3,6c-trimethyl-4t,7-dioxo-6t-(3-oxo-3H-isobenzofuran-1-ylideneamino)-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

Guidance literature:
Multi-step reaction with 3 steps
1: MCPBA / CH2Cl2
2: CH2Cl2; tetrahydrofuran / 2 h / Ambient temperature
3: DCC / tetrahydrofuran / 18 h / Ambient temperature
With 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00401a012
upstream raw materials:

(5R)-6t-(2-carboxy-benzoylamino)-3,3,6c-trimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5R)-6t-amino-3,3,6c-trimethyl-4t,7-dioxo-(5rH)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

(5R)-6t-amino-3,3,6c-trimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

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