2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

Base Information

Chemical Name:2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide
CAS No.:708197-79-9
Molecular Formula:C₃₆H₅₁N₃O₇S
Molecular Weight:669.883
Hs Code.:

2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

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Chemical Property of 2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

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Technology Process of 2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

There total 10 articles about 2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide 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:

: [(1R,5R,8aS)-1-((S)-1-Benzyloxy-hexyl)-3,7-dioxo-8-phenylselanyl-hexahydro-oxazolo[3,4-a]pyridin-5-yl]-acetic acid methyl ester

: 708197-79-9
2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.25 h

2: 91 percent / 4-dimethylaminopyridine / toluene / 3 h / Heating

3: 91 percent / AIBN; (n-Bu)3SnH / toluene / 0.08 h / Heating

4: KOH / methanol; H₂O / 2 h / 20 °C

5: oxalyl chloride; N,N-dimethylformamide / CH₂Cl₂ / 1 h

6: 32 mg / NaOH / CH₂Cl₂ / 1.5 h

With dmap; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; N,N-dimethyl-formamide; In methanol; dichloromethane; water; toluene; 1: Luche reduction;
DOI:10.1021/jo049724+

Reference yield:

: 13380-03-5
N-(3-Cyano-propyl)-4-methyl-benzenesulfonamide

: 708197-79-9
2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / K₂CO₃ / acetonitrile / 4 h / 20 °C

2: 70 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3: 32 mg / NaOH / CH₂Cl₂ / 1.5 h

With sodium hydroxide; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo049724+

Reference yield:

: 264218-62-4
(1R,1'S,5R,8aR)-3-oxo-1-((1'-phenylmethoxy)hexane)-1,5,6,8a-tetrahydro-oxazolo[3,4-a]pyridin-5-yl acetic acid methyl ester

: 708197-79-9
2-[1-(1-benzyloxyhexyl)-3-oxo-1,5,6,8a-tetrahydrooxazolo[3,4-a]pyridin-5-yl]-N-{4-[(3-hydroxypropyl)-(toluene-4-sulfonyl)amino]butyl}acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: KOH / methanol; H₂O / 2 h / 20 °C

2: oxalyl chloride; N,N-dimethylformamide / CH₂Cl₂ / 1 h

3: 32 mg / NaOH / CH₂Cl₂ / 1.5 h

With potassium hydroxide; sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In methanol; dichloromethane; water;
DOI:10.1021/jo049724+