allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate

Base Information

• Chemical Name: allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate
• CAS No.: 473988-41-9
• Molecular Formula: C₁₉H₂₀N₂O₅S
• Molecular Weight: 388.444
• Mol file: 473988-41-9.mol

Synonyms:allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate

Chemical Property of allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate

There total 3 articles about allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate 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: 25.6%

(6R)-3-hydroxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid (7629-50-7) + allyl bromide (106-95-6) → allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate (473988-41-9)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; N,N-dimethyl-formamide; for 1h; Heating;

DOI:10.1016/S0223-5234(01)01331-9

Reference yield:

cephaloram (859-07-4) → allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate (473988-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; Ac₂O; HCl

2: NaOH / H₂O

3: 25.6 percent / NaHCO₃ / dimethylformamide; dioxane / 1 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; acetic anhydride; sodium hydrogencarbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(01)01331-9

Reference yield:

(6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid (805-64-1) → allyl 3-hydroxymethyl-7-phenylacetamido-3-cephem-2-carboxylate (473988-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / H₂O

2: 25.6 percent / NaHCO₃ / dimethylformamide; dioxane / 1 h / Heating

With sodium hydroxide; sodium hydrogencarbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(01)01331-9

upstream raw materials:

(6R)-3-hydroxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid

allyl bromide

(6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid

cephaloram

Downstream raw materials:

(6R,7R)-2-(allyloxy)carbonyl-7-phenylacetamido-3-cephem-3-methyl 3-methyl-4-oxoimidazo[5,1-d][1,2,3,5]tetrazin-8-carboxylate

2-(allyloxy)carbonyl-7-phenylacetamido-3-cephem-3-methyl 3-(2-chloroethyl)-4-oxo-imidazo[5,1-d][1,2,3,5]tetrazin-8-carboxylate