(S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

Base Information

Chemical Name:(S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol
CAS No.:107288-73-3
Molecular Formula:C₂₀H₃₀O₃S
Molecular Weight:350.522
Hs Code.:

Synonyms:(S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

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Technology Process of (S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

There total 2 articles about (S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol 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: 43.0%

: 60656-87-3
benzyloxyacetoaldehyde

: 79618-03-4
(4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalene

: 107288-73-3,112066-90-7
2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1)-78 deg C, 3 min then 0 deg C; 2) -78 deg C, 3 h then -25 deg C, overnight;
DOI:10.1021/ja00210a028

Reference yield:

: 107288-57-3
2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanone

: 112066-90-7
(R)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

: 107288-73-3
(S)-2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

Guidance literature:: With L-Selectride; In toluene; at -78 ℃; Product distribution; other reagent; diastereoselectivity investigated;
DOI:10.1016/S0040-4039(00)84759-0

Reference yield:

: 107288-73-3,112066-90-7
2-Benzyloxy-1-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-ethanol

: 112066-93-0
(R)-1-Benzyloxy-2-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-propan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Me₂SO, trifluoroacetic anhydride; 2) triethylamine / 1) CH₂Cl₂, -78 deg C, 2 h; 2) CH₂Cl₂, 0 deg C

2: diethyl ether; tetrahydrofuran / 4 h / -78 °C

With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00210a028