(6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate

Base Information

• Chemical Name: (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate
• CAS No.: 136937-07-0
• Molecular Formula: C₁₉H₂₇NO₅
• Molecular Weight: 349.427
• Mol file: 136937-07-0.mol

Synonyms:(6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate

Chemical Property of (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate

There total 2 articles about (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate 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%

acetic anhydride (108-24-7) + (6R,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate (122313-83-1) → (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate (136937-07-0)

Guidance literature:

With pyridine; for 14h; Ambient temperature;

DOI:10.1055/s-1991-26542

Reference yield:

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate (57706-89-5) → (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate (136937-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: AD-mix β

2: pyridine

With pyridine; 1,4-bis(9-O-dihydroquinidine)phthalazine; 1: dihydroxylation / 2: Acetylation;

DOI:10.1002/(SICI)1096-9063(199906)55:6<660::AID-PS2>3.0.CO;2-V

Reference yield: 73.0%

(6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate (136937-07-0) → Acetic acid (R)-2,2,6-trimethyl-6-vinyl-tetrahydro-pyran-3-yl ester (56752-50-2,56779-64-7,67674-42-4,137035-98-4,137035-99-5)

Guidance literature:

With tin(IV) chloride; In dichloromethane; a) 5 deg C, 5min, b) r.t., 18 h;

DOI:10.1055/s-1991-26542

upstream raw materials:

acetic anhydride

(6R,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate

Downstream raw materials:

Acetic acid (R)-2,2,6-trimethyl-6-vinyl-tetrahydro-pyran-3-yl ester