(2S,5R)-6-Bromo-6-hydroxymethyl-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-Bromo-6-hydroxymethyl-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
• CAS No.: 229309-40-4
• Molecular Formula: C₂₂H₂₂BrNO₆S
• Molecular Weight: 508.39

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

There total 4 articles about (2S,5R)-6-Bromo-6-hydroxymethyl-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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (2S,5R)-6,6-dibromo-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester (81324-43-8) → (2S,5R)-6-Bromo-6-hydroxymethyl-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (229309-40-4)

Guidance literature:

With tert-butylmagnesium chloride; Yield given; Multistep reaction; 1.) THF, 2.) THF;

DOI:10.1016/S0960-894X(99)00106-7

Reference yield:

diphenylmethyl 6,6-dibromopenicillanate (75527-84-3) → (2S,5R)-6-Bromo-6-hydroxymethyl-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (229309-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / KMnO₄ / CH₂Cl₂

2: 1.) t-BuMgCl / 1.) THF, 2.) THF

With potassium permanganate; tert-butylmagnesium chloride; In dichloromethane;

DOI:10.1016/S0960-894X(99)00106-7

Reference yield:

diazodiphenylmethane (908093-98-1) → (2S,5R)-6-Bromo-6-hydroxymethyl-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (229309-40-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetone / 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

3.1: methylmagnesium bromide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / -78 - 20 °C

With methylmagnesium bromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/j.bmcl.2010.10.134

upstream raw materials:

formaldehyd

(2S,5R)-6,6-dibromo-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester

diphenylmethyl 6,6-dibromopenicillanate

diazodiphenylmethane

Downstream raw materials:

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

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

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 229309-40-4 (2S,5R)-6-Bromo-6-hydroxymethyl-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send