compound Z₁

Base Information

• Chemical Name: compound Z₁
• CAS No.: 96251-70-6
• Molecular Formula: C₁₁H₁₄O₇
• Molecular Weight: 258.228
• Mol file: 96251-70-6.mol

Synonyms:compound Z₁

Chemical Property of compound Z₁

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of compound Z₁

There total 14 articles about compound Z₁ 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: 43.0%

methyl <1(R)-(1α,5α,6α)>-5-<<1-(methoxycarbonyl)ethenyl>oxy>-8-oxo-7,9-dioxabicyclo<4.3.0>non-2-ene-3-carboxylate (83604-20-0) → compound Z1 (96251-70-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 2h; Ambient temperature;

DOI:10.1021/ja00389a025

Reference yield:

methyl shikimate (40983-58-2) → compound Z1 (96251-70-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / tetrahydrofuran / 6 h / Heating

2: benzene / 1.) room temperature, overnight, 2.) reflux, 3 h

3: SOCl₂, pyridine / tetrahydrofuran / 1.) -20 deg C, 30 min, 3.) 0 deg C, 45 min

4: Zn, 90percent HOAc / 1.) 0 deg C, 45 min, 2.) room temperature, 1.5 h

5: 93 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

6: 11.7 g / CH₂Cl₂ / 5 h / Heating

7: dimethylsulfoxide / 4 h / 75 - 80 °C

8: 43 percent / 1N NaOH / dioxane / 2 h / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00389a025

Reference yield:

methyl <1R-(1α,5α,6α)>-5-hydroxy-8-oxo-7,9-diazabicyclo<4.3.0>non-2-ene-3-carboxylate (83604-14-2) → compound Z1 (96251-70-6)

Guidance literature:

Multi-step reaction with 7 steps

1: benzene / 1.) room temperature, overnight, 2.) reflux, 3 h

2: SOCl₂, pyridine / tetrahydrofuran / 1.) -20 deg C, 30 min, 3.) 0 deg C, 45 min

3: Zn, 90percent HOAc / 1.) 0 deg C, 45 min, 2.) room temperature, 1.5 h

4: 93 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

5: 11.7 g / CH₂Cl₂ / 5 h / Heating

6: dimethylsulfoxide / 4 h / 75 - 80 °C

7: 43 percent / 1N NaOH / dioxane / 2 h / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00389a025

upstream raw materials:

(3R,4R,5R)-3,4-Dihydroxy-5-(1-methoxycarbonyl-vinyloxy)-cyclohex-1-enecarboxylic acid methyl ester

methyl <1(R)-(1α,5α,6α)>-5-<<1-(methoxycarbonyl)ethenyl>oxy>-8-oxo-7,9-dioxabicyclo<4.3.0>non-2-ene-3-carboxylate

methyl shikimate

methyl <1R-(1α,5α,6α)>-5-hydroxy-8-oxo-7,9-diazabicyclo<4.3.0>non-2-ene-3-carboxylate

Downstream raw materials:

(4aR,8R,8aS)-8-{Bis-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-3-methylene-2-oxo-2,3,4a,5,8,8a-hexahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester

5-enol-pyruvoylshikimate 3-phosphate (EPSP)