(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

Base Information

Chemical Name:(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate
CAS No.:1333325-32-8
Molecular Formula:C₃₆H₃₈O₆
Molecular Weight:566.694
Hs Code.:

Synonyms:(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

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Chemical Property of (3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

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Technology Process of (3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

There total 11 articles about (3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate 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: 87.0%

: 1333325-43-1
(3R)-benzyl 6,8-bis(benzyloxy)-1-oxo-3-pentylisochroman-7-carboxylate

: 1333325-32-8
(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

Guidance literature:: (3R)-benzyl 6,8-bis(benzyloxy)-1-oxo-3-pentylisochroman-7-carboxylate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h; Inert atmosphere;

With rochelle salt; In methanol; dichloromethane; water; toluene; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol202265g

Reference yield:

: 1333325-53-3
2-(3,5-bis(benzyloxy)-4-(benzyloxycarbonyl)-2-(methoxycarbonyl)phenyl)acetic acid

: 1333325-32-8
(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 3 h / 20 °C

2.1: ethylmagnesium bromide / tetrahydrofuran / 2.75 h / 0 - 50 °C

2.2: 0.03 h / 20 °C

3.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; Nitroethane / 1.3 h / -78 °C

4.1: platinum(IV) oxide; hydrogen / ethyl acetate / 3 h / 20 °C

5.1: Amberlyst 15.(R). / dichloromethane / 13 h / 20 °C

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

6.2: 3 h / 20 °C / Inert atmosphere

With dmap; platinum(IV) oxide; ethylmagnesium bromide; hydrogen; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; Nitroethane; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol202265g

Reference yield:

: 1333325-41-9
1-benzyl 3-methyl 2,6-bis(benzyloxy)-4-(2-oxohept-3-ynyl)isophthalate

: 1333325-32-8
(3R)-benzyl 6,8-bis(benzyloxy)-1-hydroxy-3-pentylisochroman-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; Nitroethane / 1.3 h / -78 °C

2.1: platinum(IV) oxide; hydrogen / ethyl acetate / 3 h / 20 °C

3.1: Amberlyst 15.(R). / dichloromethane / 13 h / 20 °C

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

With platinum(IV) oxide; hydrogen; diisobutylaluminium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; Nitroethane; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol202265g