(3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

Base Information

Chemical Name:(3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid
CAS No.:785790-37-6
Molecular Formula:C₁₅H₂₄N₂O₃
Molecular Weight:280.367
Hs Code.:

Synonyms:(3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

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Chemical Property of (3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

Chemical Property:

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Technology Process of (3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

There total 8 articles about (3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid 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:

: 126275-19-2
(R)-N-allyl (1-phenylethyl)amine

: 785790-37-6
(3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-Bu₃P; HBF₄ / Pd₂(dba)3 / CHCl₃; diethyl ether / 5 h / 80 °C

1.2: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.3: 31.1 g / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 97 percent / RhCl(PPh₃)3 / acetonitrile; H₂O / 2 h / Heating

3.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

4.1: I₂ / CH₂Cl₂ / 4 h / 0 °C

5.1: aq. NaN₃ / dimethylformamide / 5 h / 110 °C

5.2: 1.24 g / H₂ / Pd/C / methanol / 28 h / 760 Torr

6.1: 99 percent / aq. LiOH / tetrahydrofuran / 3 h / 20 °C

7.1: aq. KOH / ethanol / 72 h / 80 °C

With dmap; potassium hydroxide; lithium hydroxide; tetrafluoroboric acid; sodium azide; tributylphosphine; iodine; triethylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; RhCl(PPh₃)3; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b404962d

Reference yield:

: 624738-97-2
(3R,5E,αR)-methyl 3-(N-allyl-N-α-methylbenzylamino)hept-5-enoate

: 785790-37-6
(3R,5R,6R,αR)-3-(N-α-methylbenzylamino)-5-hydroxy-6-aminoheptanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / RhCl(PPh₃)3 / acetonitrile; H₂O / 2 h / Heating

2.1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

3.1: I₂ / CH₂Cl₂ / 4 h / 0 °C

4.1: aq. NaN₃ / dimethylformamide / 5 h / 110 °C

4.2: 1.24 g / H₂ / Pd/C / methanol / 28 h / 760 Torr

5.1: 99 percent / aq. LiOH / tetrahydrofuran / 3 h / 20 °C

6.1: aq. KOH / ethanol / 72 h / 80 °C

With dmap; potassium hydroxide; lithium hydroxide; sodium azide; iodine; triethylamine; RhCl(PPh₃)3; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b404962d