(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Base Information

Chemical Name:(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene
CAS No.:850656-81-4
Molecular Formula:C₃₈H₄₆O₇
Molecular Weight:614.779
Hs Code.:

(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Synonyms:(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

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Chemical Property of (4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

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Technology Process of (4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

There total 7 articles about (4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene 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:

: 850656-80-3
(4aS,7S,9aR)-7-(4-Methoxy-benzyloxy)-6-methylene-octahydro-1,5-dioxa-benzocycloheptene

: 250226-66-5
Phosphoric acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester diphenyl ester

: 850656-81-4
(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: (4aS,7S,9aR)-7-(4-Methoxy-benzyloxy)-6-methylene-octahydro-1,5-dioxa-benzocycloheptene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 3h;

Phosphoric acid (5S,6R)-5-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl ester diphenyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 19h;
DOI:10.1021/ja042686r

Reference yield:

: (4aR,5aS,9aR,11aS)-2-(4-Methoxy-phenyl)-decahydro-1,3,5,9-tetraoxa-dibenzo[a,d]cycloheptene

: 850656-81-4
(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / DIBALH / CH₂Cl₂; hexane / 6 h / 0 °C

2.1: 85 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

3.1: 95 percent / potassium t-butoxide / tetrahydrofuran / 0.25 h / 0 °C

4.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

4.2: Pd(PPh₃)4; aq. NaHCO₃ / dimethylformamide; tetrahydrofuran / 19 h / 20 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; benzene; 4.2: Suzuli-Miyaura cross-coupling;
DOI:10.1021/ja042686r

Reference yield:

: 874748-67-1
[(4aS,6R,7S,9aR)-7-(4-Methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocyclohepten-6-yl]-methanol

: 850656-81-4
(4aS,6R,7S,9aR)-6-((5S,6R)-5-Benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-ylmethyl)-7-(4-methoxy-benzyloxy)-octahydro-1,5-dioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / I₂; PPh₃; imidazole / benzene / 0.33 h / 20 °C

2.1: 95 percent / potassium t-butoxide / tetrahydrofuran / 0.25 h / 0 °C

3.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

3.2: Pd(PPh₃)4; aq. NaHCO₃ / dimethylformamide; tetrahydrofuran / 19 h / 20 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran; benzene; 3.2: Suzuli-Miyaura cross-coupling;
DOI:10.1021/ja042686r