tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

Base Information

Chemical Name:tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate
CAS No.:1339960-64-3
Molecular Formula:C₂₁H₂₅NO₄S
Molecular Weight:387.5
Hs Code.:

Synonyms:tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

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Chemical Property of tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

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Technology Process of tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

There total 4 articles about tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate 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: 73.0%

: 1339960-58-5
tert-butyl (4R)-4-[(1S)-3-hydroxy-1,3-dihydroisobenzofuran-1-yl]-2,2-dimethyloxazolidine-3-carboxylate

: 108-98-5
thiophenol

: 1339960-64-3
tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1055/s-0030-1260069

Reference yield:

: 871725-95-0
bromo[2-(1,3-dioxan-2-yl)phenyl]magnesium

: 1339960-64-3
tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / -78 °C

2: hydrogenchloride; water / tetrahydrofuran / 5 h / 20 °C

3: boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C

With hydrogenchloride; boron trifluoride diethyl etherate; water; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260069

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 1339960-64-3
tert-butyl (R)-2-hydroxy-1-[(1S,3R)-3-(phenylthio)-1,3-dihydroisobenzofuran-1-yl]ethylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / -78 °C

2: hydrogenchloride; water / tetrahydrofuran / 5 h / 20 °C

3: boron trifluoride diethyl etherate / dichloromethane / -78 - 20 °C

With hydrogenchloride; boron trifluoride diethyl etherate; water; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0030-1260069