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

Base Information

• Chemical Name: (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate
• CAS No.: 122313-77-3
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 122313-77-3.mol

Synonyms:(6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

Chemical Property of (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate

There total 2 articles about (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl 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: 49.0%

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate (57706-89-5) → (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate (122313-77-3)

Guidance literature:

In ethanol; water; for 48h; Aspergillus niger, pH 4.8;

DOI:10.1021/jo00280a043

Reference yield:

C17H23NO2(18)O → (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate (122313-77-3) + C17H25NO3(18)O (122313-83-1)

Guidance literature:

With Aspergillus niger; In ethanol; water; at 29 ℃; for 20h; Product distribution; Mechanism; various pH; phosphate buffer pH 7 or HCl-KCl buffer pH 2;

DOI:10.1021/jo00012a010

Reference yield: 90.0%

acetic anhydride (108-24-7) + (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate (122313-77-3) → (6S,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate (136937-06-9)

Guidance literature:

With pyridine; for 14h; Ambient temperature;

DOI:10.1055/s-1991-26542

upstream raw materials:

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

Downstream raw materials:

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

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

trans-linalool oxide

cis-5-ethenyltetrahydro-α,α,5-trimethyl-2-furan methanol

Refernces

• 1、 Zhang, X. M.,Archelas, A.,Furstoss, R.. "Microbiological Transformations. 19. Asymmetric Dihydroxylation of the Remote Double Bond of Geraniol: A Unique Stereochemical Control Allowing Easy Access to Both Enantiomers of Geraniol-6,7-diol". . p. 3814 - 3817. Retrieved 2007/10/02.