(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

Base Information

Chemical Name:(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester
CAS No.:108149-64-0
Molecular Formula:C₂₁H₂₈F₃NO₆
Molecular Weight:447.452
Hs Code.:

Synonyms:(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

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Chemical Property of (S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

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Technology Process of (S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

There total 18 articles about (S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester 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: 100.0%

: 17257-71-5,20445-31-2,56135-03-6,81655-41-6
(S)-Mosher acid

: 108149-63-9,108149-65-1
tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 108149-64-0
(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jo026653a

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 108149-64-0
(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N / tetrahydrofuran / a) RT, 6 h, b) 50 deg C, 2 h

2: 98 percent / LiBH₄ / tetrahydrofuran / 12 h / Ambient temperature

3: 98 percent / BF₃*Et₂O / acetone / 2 h / Ambient temperature

4: 95 percent / H₂ / Pd/C / ethyl acetate / 24 h / Ambient temperature

5: 91 percent / DCC, DMAP / CH₂Cl₂ / 4.5 h / Ambient temperature

With dmap; lithium borohydride; boron trifluoride diethyl etherate; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone;
DOI:10.1055/s-1997-3186

Reference yield:

: 79069-15-1
N-(tert-butyloxycarbonyl)-O-benzyl-L-serinol

: 108149-64-0
(S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid (4R)-2,2-dimethyl-3-[(1,1-dimethylethoxy)carbonyl]-4-hydroxymethyloxazolidine ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / BF₃*Et₂O / acetone / 2 h / Ambient temperature

2: 95 percent / H₂ / Pd/C / ethyl acetate / 24 h / Ambient temperature

3: 91 percent / DCC, DMAP / CH₂Cl₂ / 4.5 h / Ambient temperature

With dmap; boron trifluoride diethyl etherate; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone;
DOI:10.1055/s-1997-3186