[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester
• CAS No.: 388073-85-6
• Molecular Formula: C₂₄H₃₄N₂O₃
• Molecular Weight: 398.546

Synonyms:[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester

Chemical Property of [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester

There total 5 articles about [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester 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: 62.0%

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester (98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2) + 2-phenyl-2-propylamine (585-32-0) → [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester (388073-85-6)

Guidance literature:

In isopropyl alcohol; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ml4004952

Reference yield: 23.7%

→ [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester (388073-85-6)

Guidance literature:

With pyridine; In isopropyl alcohol; for 16h; Reflux;

Reference yield:

(S)-2-amino-1-phenyl-but-3-ene hydrochloride → [(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]carbamic acid tert-butyl ester (388073-85-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / isopropyl alcohol; water / 48 h / 20 °C

2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tert-butyl alcohol / 24 h / 20 °C

3: tert-butyldimethylsilyl chloride; methanesulfonyl chloride

4: isopropyl alcohol / 24 h / 70 °C / Inert atmosphere

With osmium(VIII) oxide; sodium hydrogencarbonate; tert-butyldimethylsilyl chloride; methanesulfonyl chloride; 4-methylmorpholine N-oxide; In water; isopropyl alcohol; tert-butyl alcohol;

DOI:10.1021/ml4004952

upstream raw materials:

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

2-phenyl-2-propylamine

di-tert-butyl dicarbonate

(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol

Downstream raw materials:

C₁₉H₂₆N₂O*ClH

C₃₃H₄₃N₃O₃

N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]-5-(1,1-dioxo-[1,2]thiazinan-2-yl)-N',N'-dipropylisophthalamide

N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-phenylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide

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