(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

Base Information

Chemical Name:(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one
CAS No.:196094-18-5
Molecular Formula:C₂₇H₃₉NO₄Si
Molecular Weight:469.696
Hs Code.:

Synonyms:(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

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Chemical Property of (3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

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Technology Process of (3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

There total 8 articles about (3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one 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: 72.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 196094-17-4
(3S,4R,5R)-3,4-Bis-benzyloxy-5-(3-hydroxy-propyl)-pyrrolidin-2-one

: 196094-18-5
(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide;
DOI:10.1055/s-1997-962

Reference yield:

: 196094-12-9
(3S,4R,5R)-5-(3-Benzyloxy-propyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

: 196094-18-5
(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / HCOOH / Pd(black) / methanol

2: 97 percent / p-TsOH / methanol; CH₂Cl₂

3: Bu₄NF / CH₂Cl₂

4: 99 percent / Ag₂O / ethyl acetate

5: p-TsOH, MeOH

6: 81 percent / CAN / H₂O; acetonitrile

7: 72 percent / imidazole, DMAP / dimethylformamide

With 1H-imidazole; methanol; dmap; formic acid; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; silver(l) oxide; palladium; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1997-962

Reference yield:

: (3S,4S)-5-(3-Benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

: 196094-18-5
(3S,4R,5R)-3,4-Bis-benzyloxy-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -78 °C

2: 88 percent / HCOOH / Pd(black) / methanol

3: 97 percent / p-TsOH / methanol; CH₂Cl₂

4: Bu₄NF / CH₂Cl₂

5: 99 percent / Ag₂O / ethyl acetate

6: p-TsOH, MeOH

7: 81 percent / CAN / H₂O; acetonitrile

8: 72 percent / imidazole, DMAP / dimethylformamide

With 1H-imidazole; methanol; triethylsilane; dmap; formic acid; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; silver(l) oxide; palladium; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1997-962