Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester
CAS No.:299208-73-4
Molecular Formula:C₁₆H₂₂N₂O₆S
Molecular Weight:370.426
Hs Code.:

Synonyms:Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

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Chemical Property of Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

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Technology Process of Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

There total 5 articles about Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl 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: 88.2%

: 124-63-0
methanesulfonyl chloride

: 299208-71-2
(2S,3S)-3-Hydroxy-2-(2-phenoxy-acetylamino)-hept-6-enoic acid amide

: 299208-73-4
Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(00)00416-6

Reference yield:

: 2100-17-6
4-pentenal

: 299208-73-4
Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 124 g / pyridoxal phosphate; serine hydroxymethyltransferase from E_. coli; ammonium hydroxide / H₂O / 5 h / 15 °C / pH 6.9 - 7.1

2: 97 percent / aq. NaOH / 5 - 10 °C / pH 9.0 - 9.5

3: 95 percent / NH₃; t-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

4: 88.2 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 20 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; ammonium hydroxide; sodium hydroxide; serine hydroxymethyltransferase from E_. coli; pyridoxal 5'-phosphate; ammonia; tert-butyl chloroformate; In tetrahydrofuran; dichloromethane; water; 1: Condensation / 2: Acylation / 3: Substitution / 4: Substitution;
DOI:10.1016/S0040-4020(00)00416-6

Reference yield:

: 701-99-5
Phenoxyacetyl chloride

: 299208-73-4
Methanesulfonic acid (S)-1-[(S)-carbamoyl-(2-phenoxy-acetylamino)-methyl]-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / aq. NaOH / 5 - 10 °C / pH 9.0 - 9.5

2: 95 percent / NH₃; t-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

3: 88.2 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 20 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; sodium hydroxide; ammonia; tert-butyl chloroformate; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Substitution / 3: Substitution;
DOI:10.1016/S0040-4020(00)00416-6