((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

Base Information

Chemical Name:((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester
CAS No.:403499-06-9
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:

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Chemical Property of ((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

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Technology Process of ((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

There total 11 articles about ((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl 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:

: 179915-15-2
trans-5-Acetoxy-2-allyl-1-carbobenzoxypiperidine

: 403499-06-9
((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: OsO₄; NMO

2: NaIO₄

3: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

4: DMAP; Boc₂O

5: H₂ / Pd(OH)2 / ethanol

6: Huenig base / acetonitrile

7: 100 percent / K₂CO₃; MeOH

8: Et₃N / CH₂Cl₂

9: dimethylformamide / 5 h / 70 °C

With methanol; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; 2-methyl-but-2-ene; di-tert-butyl dicarbonate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)02073-1

Reference yield:

: 188660-16-4
(S)-N-Carbobenzoxy-3-hydroxy-1,2,3,4-tetrahydropyridine

: 403499-06-9
((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: p-YsOH

2: Et₃N; DMAP / CH₂Cl₂

3: 80 percent / ZnCl₂ / CH₂Cl₂ / -78 - 20 °C

4: OsO₄; NMO

5: NaIO₄

6: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

7: DMAP; Boc₂O

8: H₂ / Pd(OH)2 / ethanol

9: Huenig base / acetonitrile

10: 100 percent / K₂CO₃; MeOH

11: Et₃N / CH₂Cl₂

12: dimethylformamide / 5 h / 70 °C

With methanol; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; 2-methyl-but-2-ene; di-tert-butyl dicarbonate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; palladium dihydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)02073-1

Reference yield:

: (S)-5-Hydroxy-2-methoxy-piperidine-1-carboxylic acid benzyl ester

: 403499-06-9
((2R,5R)-5-Acetoxymethyl-1-benzyl-pyrrolidin-2-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N; DMAP / CH₂Cl₂

2: 80 percent / ZnCl₂ / CH₂Cl₂ / -78 - 20 °C

3: OsO₄; NMO

4: NaIO₄

5: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

6: DMAP; Boc₂O

7: H₂ / Pd(OH)2 / ethanol

8: Huenig base / acetonitrile

9: 100 percent / K₂CO₃; MeOH

10: Et₃N / CH₂Cl₂

11: dimethylformamide / 5 h / 70 °C

With methanol; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; 2-methyl-but-2-ene; di-tert-butyl dicarbonate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; palladium dihydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(01)02073-1