(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

Base Information

Chemical Name:(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid
CAS No.:203303-83-7
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

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Chemical Property of (2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

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Technology Process of (2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

There total 7 articles about (2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic 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:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 203303-83-7
(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1) isobutyl chloroformate, TEA / 1) Et₂O, -15 deg C, 15 min, 2) Et₂O, -15 deg C, 2 h

2: 82 percent / HBr / diethyl ether / 5 °C

3: 1) NaH, HMPA, 2) HMPA / 1) DMF, 25 deg C, 40 min, 2) DMF, 25 deg C, 2 h

4: H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 1034.3 Torr

5: pyridine / 0.5 h / 100 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; TEA; hydrogen bromide; hydrogen; sodium hydride; isobutyl chloroformate; palladium on activated charcoal; In pyridine; methanol; diethyl ether;
DOI:10.1021/jm00126a039

Reference yield:

: 100-39-0
benzyl bromide

: 203303-83-7
(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH, HMPA / 1) DMF, 25 deg C, 30 min, 2) 25 deg C, 3 h

2: 1) NaH, HMPA, 2) HMPA / 1) DMF, 25 deg C, 40 min, 2) DMF, 25 deg C, 2 h

3: H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 1034.3 Torr

4: pyridine / 0.5 h / 100 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hydride; palladium on activated charcoal; In pyridine; methanol;
DOI:10.1021/jm00126a039

Reference yield:

: 52716-48-0
(3S)-3-<(tert-butoxy)carbonylamino>-1-diazo-5-methylhexan-2-one

: 203303-83-7
(2RS,5S)-2-benzyl-5-<(tert-butyloxycarbonyl)amino>-7-methyl-4-oxooctanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / HBr / diethyl ether / 5 °C

2: 1) NaH, HMPA, 2) HMPA / 1) DMF, 25 deg C, 40 min, 2) DMF, 25 deg C, 2 h

3: H₂ / 10percent Pd/C / methanol / 3 h / 25 °C / 1034.3 Torr

4: pyridine / 0.5 h / 100 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen bromide; hydrogen; sodium hydride; palladium on activated charcoal; In pyridine; methanol; diethyl ether;
DOI:10.1021/jm00126a039