2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone

Base Information

• Chemical Name: 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone
• CAS No.: 151513-26-7
• Molecular Formula: C₂₀H₁₉NO₃
• Molecular Weight: 321.376
• Mol file: 151513-26-7.mol

Synonyms:2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone

Chemical Property of 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone

There total 4 articles about 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone 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: 100.0%

N-<4-(Benzyloxy)-3-(formyloxy)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide (1027958-99-1) → 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone (151513-26-7)

Guidance literature:

With hydrogenchloride; In methanol; for 0.25h; Heating;

DOI:10.1021/jo00078a046

Reference yield:

N-<4-(benzyloxy)-3-(benzyloxycarbonyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide (144019-62-5) → 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone (151513-26-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 87 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / Ambient temperature

3: 77 percent / mCPBA / CH₂Cl₂ / 14 h / Ambient temperature

4: 100 percent / 37percent aq. HCl / methanol / 0.25 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00078a046

Reference yield:

N-<4-(Benzyloxy)-3-(hydroxymethyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide (151513-23-4) → 2-(Benzyloxy)-3-hydroxy-7,8,9,10-tetrahydrophenanthridone (151513-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / Ambient temperature

2: 77 percent / mCPBA / CH₂Cl₂ / 14 h / Ambient temperature

3: 100 percent / 37percent aq. HCl / methanol / 0.25 h / Heating

With hydrogenchloride; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In methanol; dichloromethane;

DOI:10.1021/jo00078a046

upstream raw materials:

N-<4-(Benzyloxy)-3-(formyloxy)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

N-<4-(benzyloxy)-3-(benzyloxycarbonyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

N-<4-(Benzyloxy)-3-(hydroxymethyl)phenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

N-<4-(Benzyloxy)-3-formylphenyl>-1,4-dioxaspiro<4.5>decane-6-carboxamide

Downstream raw materials:

2-(Benzyloxy)-3-hydroxy-6-<<(trifluoromethyl)sulfonyl>oxy>-7,8,9,10-tetrahydrophenanthridine