tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate

Base Information

• Chemical Name: tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate
• CAS No.: 109873-40-7
• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.374
• Mol file: 109873-40-7.mol

Synonyms:tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate

Chemical Property of tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate

There total 3 articles about tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate 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: 89.0%

dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate (109873-38-3) → tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate (109873-40-7)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(01)81434-4

Reference yield:

t-butyl lithioacetate (150942-98-6) → tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate (109873-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) calcium acetate monohydrate / 1.) THF, 0 deg C, 30 min, 0 deg C to RT, RT, 30 min; 2.) MeOH, RT, 15 h

2: 89 percent / CrO₃, H₂SO₄ (Jones reagent) / acetone / 2 h / 0 °C

With chromium(VI) oxide; sulfuric acid; calcium acetate; In acetone;

DOI:10.1016/S0040-4020(01)81434-4

Reference yield:

acetic acid tert-butyl ester (540-88-5) → tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate (109873-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA, 2.) Ca(OAc)2

2: 38 percent / PCC

With calcium acetate; pyridinium chlorochromate; lithium diisopropyl amide;

DOI:10.1016/S0040-4039(00)96034-9

upstream raw materials:

dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate

t-butyl lithioacetate

acetic acid tert-butyl ester

Downstream raw materials:

4-Benzyloxy-2-carboxymethyl-6-methoxy-benzoic acid

tert-butyl 5-benzyloxy-2-tert-butoxycarbonyl-3-methoxybenzene-1-acetate

(+)-2',4'-di-O-acetyl-9-benzyloxy-9-demethyl-7-methoxynogarene

(-)-9-benzyloxy-9-demethyl-7-methoxynogarene