(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

Base Information

Chemical Name:(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene
CAS No.:93111-76-3
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

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Chemical Property of (3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

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Technology Process of (3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

There total 3 articles about (3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene 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: 58.0%

: 67-56-1
methanol

: 93111-74-1
(+/-)-cis-1,4,4a,7,8,8a-Hexahydro-8a-<2-(phenylmethoxy)ethyl>-3H-2-benzopyran-3-one

: 93111-75-2
(+/-)-(3α,4aα,8aα)-3,4,4a,7,8,8a-Hexahydro-3-methoxy-8a-<2-(phenylmethoxy)ethyl>-1H-2-benzopyran

: 93111-76-3
(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

Guidance literature:: With diisobutylaluminium hydride; sulfuric acid; Yield given. Multistep reaction; 1. toluene/-78 deg C/45 min 2. 1 h;
DOI:10.1021/jo00200a051

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 93111-76-3
(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

Guidance literature:: Multi-step reaction with 3 steps

1: 50 percent / diethylamine hydrochloride, hydroquinone / H₂O / 13.5 h / 70 °C

2: 2. NaBH₄ / 1. 2,6-di-tert-butyl-4-methylphenol, water, 50 deg C, 19 h 2. 0 deg C, 30 min

3: 1. Diisobutylaluminium hydride / 2. conc. H₂SO₄ / 1. toluene/-78 deg C/45 min 2. 1 h

With sodium tetrahydroborate; diethyl amine hydrochloride; diisobutylaluminium hydride; hydroquinone; sulfuric acid; In water;
DOI:10.1021/jo00200a051

Reference yield:

: 61700-12-7
2-Methylene-4-(phenylmethoxy)butanal

: 93111-76-3
(3S,4aR,8aR)-8a-(2-Benzyloxy-ethyl)-3-methoxy-3,4,4a,7,8,8a-hexahydro-1H-isochromene

Guidance literature:: Multi-step reaction with 2 steps

1: 2. NaBH₄ / 1. 2,6-di-tert-butyl-4-methylphenol, water, 50 deg C, 19 h 2. 0 deg C, 30 min

2: 1. Diisobutylaluminium hydride / 2. conc. H₂SO₄ / 1. toluene/-78 deg C/45 min 2. 1 h

With sodium tetrahydroborate; diisobutylaluminium hydride; sulfuric acid;
DOI:10.1021/jo00200a051