L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]thio-L-valyl]-, methyl ester

Base Information

Chemical Name:L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]thio-L-valyl]-, methyl ester
CAS No.:132286-73-8
Molecular Formula:C20H30N2O4S
Molecular Weight:394.535
Hs Code.:

Synonyms:

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Chemical Property of L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]thio-L-valyl]-, methyl ester

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Technology Process of L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]thio-L-valyl]-, methyl ester

There total 5 articles about L-Phenylalanine, N-[N-[(1,1-dimethylethoxy)carbonyl]thio-L-valyl]-, 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: 28.0%

: 20902-47-0
N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester

: 132286-73-8
N-BOC-L-thionovalyl-L-phenylalanine methyl ester

Guidance literature:: With tetraphosphorus decasulfide; sodium carbonate; methyl trifluoromethanesulfonate; In tetrahydrofuran; at 25 ℃; for 10h;

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 132286-73-8
N-BOC-L-thionovalyl-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1) THF, -20 deg C, 10 min; 2) THF, -15 deg C, 2 h, rt, overnight

2: 87 percent / P₄S₁₀, Na₂CO₃ / tetrahydrofuran / 1) 0 deg C, 30 min, 2.) rt, 2.5 h

3: 77 percent / NaNO₂ / acetic acid; H₂O / 0.5 h / 0 °C

4: tetrahydrofuran / 0.67 h / 0 °C

With 4-methyl-morpholine; tetraphosphorus decasulfide; sodium carbonate; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; water; acetic acid;
DOI:10.1021/jo961245q

Reference yield:

: 184951-72-2
[(S)-1-(2-Amino-5-nitro-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

: 132286-73-8
N-BOC-L-thionovalyl-L-phenylalanine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / P₄S₁₀, Na₂CO₃ / tetrahydrofuran / 1) 0 deg C, 30 min, 2.) rt, 2.5 h

2: 77 percent / NaNO₂ / acetic acid; H₂O / 0.5 h / 0 °C

3: tetrahydrofuran / 0.67 h / 0 °C

With tetraphosphorus decasulfide; sodium carbonate; sodium nitrite; In tetrahydrofuran; water; acetic acid;
DOI:10.1021/jo961245q