11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Base Information

Chemical Name:11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine
CAS No.:125771-67-7
Molecular Formula:C₂₄H₂₅NO₃
Molecular Weight:375.467
Hs Code.:

11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenz<c,e>azocine

Synonyms:

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Chemical Property of 11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Chemical Property:

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Technology Process of 11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

There total 8 articles about 11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine 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:

: 40705-22-4
4-benzyloxy-6-bromo-3-methoxybenzaldehyde

: 125771-67-7
11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 8 steps

1: NaHSO₃ / methanol; H₂O / 1) 55 deg C, 2) RT, 4 h

2: methanol; H₂O / 0.33 h / Ambient temperature

3: 16.5 percent / diborane / tetrahydrofuran / 1) reflux, 2 h, 2) RT, overnight

4: HCl / ethanol / -78 °C

5: 1) NaHCO₃, 2) NaBH₄ / 1) EtOH, 2 h, reflux, 2) EtOH, 2 h, reflux

6: 1) H₃BO₃, NaBH₄, 2) pyridine / MeOH, 1 h, 2) RT, 18 h

7: 1) Ph₃P, (Ph₃P)2NiCl₂, Zn powder, KI / 1) DMF, 55 deg C, 30 min, 2) DMF, 55 deg C, 10 h

8: K₂CO₃, EtOH / 24 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; ethanol; boric acid; sodium hydrogencarbonate; potassium carbonate; sodium hydrogensulfite; triphenylphosphine; potassium iodide; diborane; zinc; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1248/cpb.37.1744

Reference yield:

: 125771-60-0
(4-Benzyloxy-2-bromo-5-methoxy-phenyl)-hydroxy-acetonitrile

: 125771-67-7
11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 6 steps

1: 16.5 percent / diborane / tetrahydrofuran / 1) reflux, 2 h, 2) RT, overnight

2: HCl / ethanol / -78 °C

3: 1) NaHCO₃, 2) NaBH₄ / 1) EtOH, 2 h, reflux, 2) EtOH, 2 h, reflux

4: 1) H₃BO₃, NaBH₄, 2) pyridine / MeOH, 1 h, 2) RT, 18 h

5: 1) Ph₃P, (Ph₃P)2NiCl₂, Zn powder, KI / 1) DMF, 55 deg C, 30 min, 2) DMF, 55 deg C, 10 h

6: K₂CO₃, EtOH / 24 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; ethanol; boric acid; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; potassium iodide; diborane; zinc; In tetrahydrofuran; ethanol;
DOI:10.1248/cpb.37.1744

Reference yield:

: Sodium; (4-benzyloxy-2-bromo-5-methoxy-phenyl)-hydroxy-methanesulfonate

: 125771-67-7
11-benzyloxy-8-hydroxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 7 steps

1: methanol; H₂O / 0.33 h / Ambient temperature

2: 16.5 percent / diborane / tetrahydrofuran / 1) reflux, 2 h, 2) RT, overnight

3: HCl / ethanol / -78 °C

4: 1) NaHCO₃, 2) NaBH₄ / 1) EtOH, 2 h, reflux, 2) EtOH, 2 h, reflux

5: 1) H₃BO₃, NaBH₄, 2) pyridine / MeOH, 1 h, 2) RT, 18 h

6: 1) Ph₃P, (Ph₃P)2NiCl₂, Zn powder, KI / 1) DMF, 55 deg C, 30 min, 2) DMF, 55 deg C, 10 h

7: K₂CO₃, EtOH / 24 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; ethanol; boric acid; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; potassium iodide; diborane; zinc; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1248/cpb.37.1744