(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

Base Information

Chemical Name:(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine
CAS No.:199998-84-0
Molecular Formula:C₁₇H₂₄FNO₆S
Molecular Weight:389.445
Hs Code.:

Synonyms:(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

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Chemical Property of (2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

Chemical Property:

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Technology Process of (2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

There total 9 articles about (2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine 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: 82.0%

: 199998-83-9
(2S,4R)-1-benzyloxycarbonyl-2-(2-hydroxypropyl)oxymethyl-4-methanesulfonyloxypyrrolidine

: 199998-84-0
(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

Guidance literature:: With hexafluoropropene-diethylamine adduct; In dichloromethane; at 30 - 35 ℃; for 21h;
DOI:10.1016/S0968-0896(97)00142-9

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 199998-84-0
(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / ethyl acetate / 0.5 h / 0 - 5 °C

2: NaBH₄ / tetrahydrofuran; ethanol / 2 h / 25 - 30 °C

3: t-BuOK / tetrahydrofuran / 1 h / -10 - -5 °C

4: 2N aq. NaOH / tetrahydrofuran / 20 - 25 °C

5: 77 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 18 h / Ambient temperature

6: 82 percent / aq. AcOH / 40 h / Heating

7: 61 percent / NaBH₄ / ethanol / 7 h / 0 °C

8: 82 percent / Et₂NCF₂CFHCF₃ / CH₂Cl₂ / 21 h / 30 - 35 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; hexafluoropropene-diethylamine adduct; potassium tert-butylate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0968-0896(97)00142-9

Reference yield:

: 117811-78-6
methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate

: 199998-84-0
(2S,4R)-1-benzyloxycarbonyl-2-(2-fluoropropyl)oxymethyl4-methanesulfonyloxypyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / tetrahydrofuran; ethanol / 2 h / 25 - 30 °C

2: t-BuOK / tetrahydrofuran / 1 h / -10 - -5 °C

3: 2N aq. NaOH / tetrahydrofuran / 20 - 25 °C

4: 77 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 18 h / Ambient temperature

5: 82 percent / aq. AcOH / 40 h / Heating

6: 61 percent / NaBH₄ / ethanol / 7 h / 0 °C

7: 82 percent / Et₂NCF₂CFHCF₃ / CH₂Cl₂ / 21 h / 30 - 35 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; hexafluoropropene-diethylamine adduct; potassium tert-butylate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0968-0896(97)00142-9