(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
CAS No.:164033-82-3
Molecular Formula:C₂₄H₂₀Cl₃NO₆S
Molecular Weight:556.851
Hs Code.:

(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 8 articles about (5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-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:

: 63784-21-4
6-oxo-penicillanic acid 2,2,2-trichloro-ethyl ester

: 164033-82-3
(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 0 °C

2: H₂ / (Ph₃P)3RhCl / CH₂Cl₂; ethyl acetate

3: PhHgCl, DBU / acetonitrile / Ambient temperature

4: acetonitrile

5: O₃ / CH₂Cl₂ / -78 °C

6: P(OEt)3 / xylene / Heating

With hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; phenylmercury(II) chloride; triethyl phosphite; Wilkinson's catalyst; In dichloromethane; ethyl acetate; acetonitrile; xylene;
DOI:10.7164/antibiotics.48.399

Reference yield:

: 19474-18-1
6β-aminopenicillanic acid 2,2,2-trichloroethyl ester

: 164033-82-3
(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaNO₂, 2.) O₃ / 1.) CH₂Cl₂, 2.) CH₂Cl₂, -10 deg C

2: CH₂Cl₂ / 0 °C

3: H₂ / (Ph₃P)3RhCl / CH₂Cl₂; ethyl acetate

4: PhHgCl, DBU / acetonitrile / Ambient temperature

5: acetonitrile

6: O₃ / CH₂Cl₂ / -78 °C

7: P(OEt)3 / xylene / Heating

With hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; phenylmercury(II) chloride; sodium nitrite; triethyl phosphite; Wilkinson's catalyst; In dichloromethane; ethyl acetate; acetonitrile; xylene;
DOI:10.7164/antibiotics.48.399

Reference yield:

: (2S,5R)-6-[2-(4-Methoxy-phenyl)-2-oxo-eth-(Z)-ylidene]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

: 164033-82-3
(5R,6R)-6-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-7-oxo-3-phenoxymethyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / (Ph₃P)3RhCl / CH₂Cl₂; ethyl acetate

2: PhHgCl, DBU / acetonitrile / Ambient temperature

3: acetonitrile

4: O₃ / CH₂Cl₂ / -78 °C

5: P(OEt)3 / xylene / Heating

With hydrogen; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; phenylmercury(II) chloride; triethyl phosphite; Wilkinson's catalyst; In dichloromethane; ethyl acetate; acetonitrile; xylene;
DOI:10.7164/antibiotics.48.399