8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

Base Information

Chemical Name:8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline
CAS No.:1262431-79-7
Molecular Formula:C₃₆H₃₆N₂O₆
Molecular Weight:592.692
Hs Code.:

Synonyms:8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

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Chemical Property of 8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

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Technology Process of 8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

There total 7 articles about 8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline 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: 65.0%

: 1262431-78-6
8-bromo-2,4-dimethoxyquinazoline

: 14233-64-8,134307-32-7,55094-52-5
(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one

: 1262431-79-7
8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

Guidance literature:: 8-bromo-2,4-dimethoxyquinazoline; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.833333h; Inert atmosphere;

(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one; In tetrahydrofuran; pentane; at -78 - -30 ℃; for 3.5h; Inert atmosphere;

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol102915f

Reference yield:

: C₃₆H₃₆N₂O₇

: 1262431-79-7
8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃;

Reference yield:

: 331646-99-2
8-bromoquinazoline-2,4-(1H,3H)-dione

: 1262431-79-7
8-[(2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-[(benzyloxy)methyl]oxolan-2-yl]-2,4-dimethoxyquinazoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N-diethylaniline; trichlorophosphate / 4 h / Inert atmosphere; Reflux

2.1: methanol / 12 h / Reflux; Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.83 h / -78 °C / Inert atmosphere

3.2: 3.5 h / -78 - -30 °C / Inert atmosphere

3.3: -78 - 20 °C / Inert atmosphere

With tert.-butyl lithium; N,N-diethylaniline; trichlorophosphate; In tetrahydrofuran; methanol; pentane;
DOI:10.1021/ol102915f