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

Base Information

Chemical Name:8-acetoxy-11-benzyloxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine
CAS No.:125771-64-4
Molecular Formula:C₂₆H₂₇NO₄
Molecular Weight:417.505
Hs Code.:

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

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

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

There total 7 articles about 8-acetoxy-11-benzyloxy-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

: 125771-64-4
8-acetoxy-11-benzyloxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 7 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

With pyridine; hydrogenchloride; sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; boric acid; sodium hydrogencarbonate; 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

: 125771-64-4
8-acetoxy-11-benzyloxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 5 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

With pyridine; hydrogenchloride; sodium tetrahydroborate; bis(triphenylphosphine)nickel(II) chloride; boric acid; sodium hydrogencarbonate; 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

: 125771-64-4
8-acetoxy-11-benzyloxy-10-methoxy-6-methyl-5,6,7,8-tetrahydrodibenzazocine

Guidance literature:: Multi-step reaction with 6 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

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