(2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
• CAS No.: 466662-97-5
• Molecular Formula: C₂₁H₁₉N₃O₅S
• Molecular Weight: 425.465
• Mol file: 466662-97-5.mol

Synonyms:(2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Chemical Property of (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

There total 3 articles about (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl 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: 90.0%

(2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (210761-52-7) → (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (466662-97-5)

Guidance literature:

With perchloric acid; sodium nitrite; at 0 ℃;

DOI:10.1021/jm034056q

Reference yield:

(5R,6R)-6-amino-2,2-dimethyl-1,1-dioxopenam-3-carboxylic acid (36091-15-3) → (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (466662-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0 °C

2: 90 percent / aq. NaNO₂; HClO₄ / 0 °C

With perchloric acid; sodium nitrite;

DOI:10.1021/jm034056q

Reference yield:

6-Aminopenicillanic Acid (551-16-6) → (2S,5R)-6-Diazo-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (466662-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / KMnO₄; H₂SO₄ / -10 °C

2: 0 °C

3: 90 percent / aq. NaNO₂; HClO₄ / 0 °C

With potassium permanganate; perchloric acid; sulfuric acid; sodium nitrite;

DOI:10.1021/jm034056q

upstream raw materials:

(2S,5R,6R)-6-Amino-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

(5R,6R)-6-amino-2,2-dimethyl-1,1-dioxopenam-3-carboxylic acid

6-Aminopenicillanic Acid

Downstream raw materials:

C₂₉H₃₇NO₆SSi

C₂₉H₃₇NO₆SSi

C₂₉H₃₇NO₆SSi

C₂₉H₃₃NO₆S