<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Base Information

Chemical Name:<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide
CAS No.:139462-38-7
Molecular Formula:C₂₄H₃₃N₃O₉
Molecular Weight:507.541
Hs Code.:

<2R,3R,4R,N(3R)>-4-<N-<(phenylmethoxy)carbonyl>-N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Synonyms:<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

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Chemical Property of <2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:

Useful:

Technology Process of <2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

There total 20 articles about <2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide 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:

: 144681-92-5
methyl 2-(4-amino-(2R)-butyl)-4-oxazolecarboxylate

: 139462-28-5
<3(2R,3R,4R),4R>-3-<4--N-methylamino>-3-hydroxy-5-methoxy-2-<(4-methoxyphenyl)methoxy>-1-oxopentyl>-4-(phenylmethyl)-2-oxazolidinone

: 139462-38-7
<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Guidance literature:: With trimethylaluminum; In dichloromethane; toluene; at 25 ℃; for 4h; Yield given;
DOI:10.1021/ja00050a024

Reference yield:

: 39608-31-6
N-(Benzyloxycarbonyl)sarcosine

: 139462-38-7
<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / diethyl ether / 1 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, a) -78 deg C, 15 min, b) 0 deg C, 30 min

3: 1.) TiCl₄, diisopropylethylamine, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, 0 deg C, 3 h, 2.) CH₂Cl₂, 25 deg C, 2 h

4: 93 percent / LiBH₄ / methanol; tetrahydrofuran / 0.67 h / 0 °C

5: 1.) oxalyl chloride, DMSO, 2.) diisopropylethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -50 deg C, 1 h

6: 1.) Sn(OTf)2, Et₃N, 2.) TMEDA

7: AlMe₃ / CH₂Cl₂; toluene / 4 h / 25 °C

With lithium borohydride; tin(II) trifluoromethanesulfonate; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; trimethylaluminum; titanium tetrachloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja00050a024

Reference yield:

: 136546-79-7
<4S,3(2R)>-4-benzyl-3-<4-(tert-butoxycarbonyl)-2-methylbutanoyl>-2-oxazolidinone

: 139462-38-7
<2R,3R,4R,N(3R)>-4--N-methylamino>-N-<3-<4-(carbomethoxy)-2-oxazolyl>butyl>-2,3-dihydroxy-5-methoxyvaleramide

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / TFA / CH₂Cl₂

2: 71 percent / Et₃N, diphenylphosphoryl azide / 15 h / Heating

3: 96 percent / 30percent aq. H₂O₂, LiOH / tetrahydrofuran; H₂O / 0.5 h / 0 °C

4: N-methylmorpholine / tetrahydrofuran / 0.25 h / -23 °C

5: tetrahydrofuran / Ambient temperature

6: 78 percent / pyridine, thionyl chloride / diethyl ether; tetrahydrofuran / 2 h / 0 °C

7: 88 percent / 4-(dimethylamine)pyridine / acetonitrile / 37 h / 25 °C

8: 1.) KHMDS / 1.) THF, -78 deg C, 10 min, 2.) THF, a) -78 deg C, 15 min, b) from -78 deg C to RT

9: pyridine, 30percent aq. H₂O₂ / CH₂Cl₂ / 1 h / 0 °C

10: HCl(g) / ethyl acetate / 0.33 h / 0 °C

11: AlMe₃ / CH₂Cl₂; toluene / 4 h / 25 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; lithium hydroxide; thionyl chloride; diphenylphosphoranyl azide; dihydrogen peroxide; trimethylaluminum; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja00050a024