(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

Base Information

Chemical Name:(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester
CAS No.:859235-80-6
Molecular Formula:C₃₀H₃₂N₂O₆
Molecular Weight:516.594
Hs Code.:

Synonyms:(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

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Chemical Property of (2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

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Technology Process of (2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

There total 11 articles about (2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl 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:

: (2R,3R)-2-Amino-3-(benzyloxycarbonyl-methyl-amino)-butyric acid methyl ester

: 859235-80-6
(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 0.135 g / tetrahydrofuran / 24 h / 20 °C

2: 100 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

3: 0.135 g / 2,4,6-trimethylpyridine; 7-aza-1-hydroxybenzotriazole / ethyl acetate / 15 h / 20 °C

4: aq. HCl / ethyl acetate / 3 h / 20 °C

5: 0.122 g / 2,4,6-trimethylpyridine; i-Pr₂NEt / acetonitrile / 16 h / 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;
DOI:10.1002/chem.200400977

Reference yield:

: 859235-83-9
methyl (2S,3R)-3-(benzyloxycarbonyl-N-methylamino)-2-hydroxybutyrate

: 859235-80-6
(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂ / 5 h / -30 - 20 °C

2: 0.191 g / NaN₃ / dimethylformamide / 15 h / 70 °C

3: PPh₃; H₂O / tetrahydrofuran / 24 h / 20 °C

4: 0.135 g / tetrahydrofuran / 24 h / 20 °C

5: 100 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

6: 0.135 g / 2,4,6-trimethylpyridine; 7-aza-1-hydroxybenzotriazole / ethyl acetate / 15 h / 20 °C

7: aq. HCl / ethyl acetate / 3 h / 20 °C

8: 0.122 g / 2,4,6-trimethylpyridine; i-Pr₂NEt / acetonitrile / 16 h / 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200400977

Reference yield:

: 859235-76-0
(2S,3R)-3-(benzyloxycarbonyl-N-methylamino)-2-hydroxybutyric acid

: 859235-80-6
(2R,3R)-3-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methyl-benzyloxycarbonylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 0.361 g / diethyl ether; methanol / 0.5 h / 20 °C

2: Et₃N / CH₂Cl₂ / 5 h / -30 - 20 °C

3: 0.191 g / NaN₃ / dimethylformamide / 15 h / 70 °C

4: PPh₃; H₂O / tetrahydrofuran / 24 h / 20 °C

5: 0.135 g / tetrahydrofuran / 24 h / 20 °C

6: 100 percent / H₂ / Pd/C / ethyl acetate / 3 h / 20 °C

7: 0.135 g / 2,4,6-trimethylpyridine; 7-aza-1-hydroxybenzotriazole / ethyl acetate / 15 h / 20 °C

8: aq. HCl / ethyl acetate / 3 h / 20 °C

9: 0.122 g / 2,4,6-trimethylpyridine; i-Pr₂NEt / acetonitrile / 16 h / 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200400977