(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one
CAS No.:528864-90-6
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

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Chemical Property of (4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

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Technology Process of (4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

There total 1 articles about (4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-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: 88.0%

: 78999-24-3
5-benzyloxy-1-pentanal

: 77877-19-1,165657-81-8
N-isopropyl oxazolidinone

: 528864-90-6
(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: N-isopropyl oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 0 ℃;

5-benzyloxy-1-pentanal; In dichloromethane; at -78 - 20 ℃;

With dihydrogen peroxide; In methanol; phosphate buffer; dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(02)01514-4

Reference yield: 81.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 528864-90-6
(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

: 528864-92-8
(4S,2'R,3'R)-3-[7'-benzyloxy-3'-(tert-butyldiphenylsilanyloxy)-2'-methylheptanoyl]-4-isopropyl-1,3-oxazolidin-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 23h;
DOI:10.1016/S0040-4020(02)01514-4

Reference yield:

: 528864-90-6
(4S,2'R,3'R)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-isopropyl-1,3-oxazolidin-2-one

: 528865-04-5
(5R,6R,8E)-5-(tert-butyldiphenylsilyloxy)-6-methyl-9-phenylnon-8-enal

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / imidazole / dimethylformamide / 23 h

2: 62 percent / LiBH₄ / tetrahydrofuran; methanol / 0 - 20 °C

3: 89 percent / pyridine / CH₂Cl₂ / 24 h

4: 98 percent / dimethylsulfoxide / 20 h / 60 °C

5: DIBAL-H / CH₂Cl₂ / 1.58 h / -78 °C

6: 14.5 g / aq. H₂SO₄; aq. NH₄Cl / 0.33 h / 20 °C

7: 95 percent / BCl₃*SMe₂ / CH₂Cl₂ / 1.5 h

8: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.08 h

With pyridine; 1H-imidazole; lithium borohydride; boron trichloride - methyl sulfide complex; sulfuric acid; diisobutylaluminium hydride; ammonium chloride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 7: Julia olefination;
DOI:10.1016/S0040-4020(02)01514-4