((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester
CAS No.:162536-74-5
Molecular Formula:C₁₆H₂₆N₂O₃
Molecular Weight:294.394
Hs Code.:

Synonyms:((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

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Chemical Property of ((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

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Technology Process of ((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

There total 8 articles about ((1S,2R)-3-Amino-1-benzyl-2-methoxy-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: 88.0%

: 162536-73-4
((1S,2R)-3-Azido-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

: 162536-74-5
((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 1.5h; under 760 Torr; Ambient temperature;
DOI:10.1021/jm00038a005

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 162536-74-5
((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

6: 86 percent / sodium azide, NH₄Cl / methanol / Heating

7: 1.) NaH / 1.) THF, RT, 2 h, 2.) THF, RT, 1 h

8: 88 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 760 Torr / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen; sodium hydride; ammonium chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water;
DOI:10.1021/jm00038a005

Reference yield:

: 60398-41-6
(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

: 162536-74-5
((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

3: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

4: 86 percent / sodium azide, NH₄Cl / methanol / Heating

5: 1.) NaH / 1.) THF, RT, 2 h, 2.) THF, RT, 1 h

6: 88 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 760 Torr / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen; sodium hydride; ammonium chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water;
DOI:10.1021/jm00038a005