(7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester
• CAS No.: 212135-44-9
• Molecular Formula: C₂₅H₃₁NO₅
• Molecular Weight: 425.525
• Mol file: 212135-44-9.mol

Synonyms:(7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester

Chemical Property of (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester

There total 1 articles about (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester 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: 92.0%

2-Benzyloxycarbonylamino-3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionic acid → (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester (212135-44-9)

Guidance literature:

With N-Bromosuccinimide; acetate buffer; In acetonitrile;

DOI:10.1039/a801803k

Reference yield: 67.0%

L-Leucine ethyl ester (2743-60-4,75023-21-1) + (7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester (212135-44-9) → N-[2-benzyloxycarbonylamino-3-(3,5-di-tert-butyl-1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)propionyl]leucine ethyl ester (212135-51-8)

Guidance literature:

toluene-4-sulfonic acid; In chloroform; at 60 ℃; for 80h;

DOI:10.1039/a801803k

Reference yield:

(7,9-Di-tert-butyl-2,8-dioxo-1-oxa-spiro[4.5]deca-6,9-dien-3-yl)-carbamic acid benzyl ester (212135-44-9) → (S)-2-[2-Benzyloxycarbonylamino-3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propionylamino]-4-methyl-pentanoic acid ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / p-TsOH / CHCl₃ / 80 h / 60 °C

2: 52 percent / (+)-5,6-O-isopropylidene-L-ascorbic acid, ZnCl₂ / CHCl₃ / 50 h / 60 °C

With zinc(II) chloride; 5,6-O-isopropylidene-L-ascorbic acid; toluene-4-sulfonic acid; In chloroform;

DOI:10.1039/a801803k

Downstream raw materials:

N-[2-benzyloxycarbonylamino-3-(3,5-di-tert-butyl-1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)propionyl]leucine ethyl ester