(7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide

Base Information

• Chemical Name: (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide
• CAS No.: 118673-37-3
• Molecular Formula: C₁₇H₁₈N₂O₅S
• Molecular Weight: 362.406
• Mol file: 118673-37-3.mol

Synonyms:(7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide

Chemical Property of (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide

There total 3 articles about (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide 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: 97.0%

(3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenylacetamidopenam 1,1-dioxide (118673-36-2) → (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide (118673-37-3)

Guidance literature:

With 2,6-dichloro-benzonitrile; In chloroform-d1;

Reference yield:

Penicillin G potassium (113-98-4) → (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide (118673-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) triethylamine hydrochloride, ethyl chloroformate / 1.) CH₂Cl₂, (CCl₄-solid CO₂), 1 h, 2.) Et₂O, 0 deg C, 1 h

2: 43 percent / KMnO₄, 30percent H₂O₂ / H₂O; acetic acid / 1 h

3: 97 percent / 95percent DBN / CDCl₃

With potassium permanganate; 2,6-dichloro-benzonitrile; dihydrogen peroxide; chloroformic acid ethyl ester; triethylamine hydrochloride; In chloroform-d1; water; acetic acid;

Reference yield:

(3R,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenylacetamidopenam (13846-61-2) → (7R,8S)-2-isopropylidene-8-phenylacetamido-5-oxa-6-thia-1-azabicyclo<5.2.0>nonane-3,9-dione 6-oxide (118673-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / KMnO₄, 30percent H₂O₂ / H₂O; acetic acid / 1 h

2: 97 percent / 95percent DBN / CDCl₃

With potassium permanganate; 2,6-dichloro-benzonitrile; dihydrogen peroxide; In chloroform-d1; water; acetic acid;

upstream raw materials:

(3S,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenylacetamidopenam 1,1-dioxide

Penicillin G potassium

(3R,5R,6R)-3-diazoacetyl-2,2-dimethyl-6-phenylacetamidopenam