(1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate

Base Information

• Chemical Name: (1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate
• CAS No.: 106113-27-3
• Molecular Formula: C₁₇H₂₁Br₂NO₅
• Molecular Weight: 479.165
• Mol file: 106113-27-3.mol

Synonyms:(1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate

Chemical Property of (1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate

There total 1 articles about (1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate 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:

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) + 4-nitro-benzoyl chloride (122-04-3) → (1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate (106113-27-3) + (1S,2S,4R,8R)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate (106113-26-2)

Guidance literature:

With lead(IV) acetate; dmap; potassium hydroxide; bromine; Multistep reaction;

DOI:10.1071/CH9860021

Reference yield:

(1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate (106113-27-3) → 4-nitrobenzoic acid methyl ester (619-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetone / 68 h / Ambient temperature

2: aq. K₂CO₃ / methanol / 0.08 h / Ambient temperature

With potassium carbonate; sodium iodide; In methanol; acetone;

DOI:10.1071/CH9860021

Reference yield:

(1S,2S,4R,8S)-1,2-dibromo-8-hydroxy-p-menth-9-yl 4'-nitrobenzoate (106113-27-3) → (4R,8S)-8-hydroxy-p-menth-1-en-9-yl 4'-nitrobenzoate (56086-29-4)

Guidance literature:

With sodium iodide; In acetone; for 68h; Ambient temperature;

DOI:10.1071/CH9860021

upstream raw materials:

D-limonene

4-nitro-benzoyl chloride

Downstream raw materials:

(4R,8S)-8-hydroxy-p-menth-1-en-9-yl 4'-nitrobenzoate

4-nitrobenzoic acid methyl ester

(4R,8S)-p-menth-1-ene-8,9-diol