(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine
CAS No.:774611-13-1
Molecular Formula:C₄₆H₅₅NO₅Si
Molecular Weight:730.032
Hs Code.:

Synonyms:(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

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Chemical Property of (2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

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Technology Process of (2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

There total 10 articles about (2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine 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: 96.9%

: 774611-12-0
(2R,3S,4R)-2-[(1R)-1-hydroxy-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

: 58479-61-1
tert-butylchlorodiphenylsilane

: 774611-13-1
(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

Guidance literature:: With 1H-imidazole; In acetonitrile; at 65 ℃; for 72h;
DOI:10.1071/CH04009

Reference yield:

: (2R,3S)-2-[3-(4-Methoxy-benzyloxy)-propyl]-3-vinyl-oxirane

: 774611-13-1
(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / LiOTf / 1 h / 110 °C / microwave irradiation

2: 77 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: 77 percent / (benzylidene)bis(tricyclohexylphosphine)dichlororuthenium / CH₂Cl₂ / 18 h / Heating

4: K₂OsO₄*2H₂O; N-methylmorpholine oxide; pyridine / acetone; H₂O / 168 h / 20 °C

5: 100 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 48 h / 20 °C

6: 83.7 percent / NaOH / methanol; H₂O / 2 h / 110 °C / microwave irradiation

7: 96.9 percent / imidazole / acetonitrile / 72 h / 65 °C

With pyridine; 1H-imidazole; sodium hydroxide; potassium osmate(VI); Grubbs catalyst first generation; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium trifluoromethanesulfonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1071/CH04009

Reference yield:

: 476171-47-8
7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene

: 774611-13-1
(2R,3S,4S)-2-[(1R)-1-[[(1,1-dimethylethyl)(diphenyl)silyl]oxy]-4-[(4-methoxyphenyl)methoxy]butyl]-3,4-bis(phenylmethoxy)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 77 percent / (benzylidene)bis(tricyclohexylphosphine)dichlororuthenium / CH₂Cl₂ / 18 h / Heating

3: K₂OsO₄*2H₂O; N-methylmorpholine oxide; pyridine / acetone; H₂O / 168 h / 20 °C

4: 100 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 48 h / 20 °C

5: 83.7 percent / NaOH / methanol; H₂O / 2 h / 110 °C / microwave irradiation

6: 96.9 percent / imidazole / acetonitrile / 72 h / 65 °C

With pyridine; 1H-imidazole; sodium hydroxide; potassium osmate(VI); Grubbs catalyst first generation; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1071/CH04009