(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

Base Information

Chemical Name:(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester
CAS No.:415919-25-4
Molecular Formula:C₂₄H₃₀N₂O₇S
Molecular Weight:490.577
Hs Code.:

Synonyms:(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

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Chemical Property of (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

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Technology Process of (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

There total 5 articles about (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl 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: 90.0%

: 1738-69-8
L-Leucine benzyl ester

: 415919-24-3
(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid

: 415919-25-4
(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;
DOI:10.1021/ja011932l

Reference yield:

: 328974-07-8
(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester

: 415919-25-4
(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / 760.05 Torr

2: 90 percent / PyBOP; N-methylmorpholine / dimethylformamide / 0.08 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 10percent Pd/C; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja011932l

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 415919-25-4
(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 10.6 g / AcOH; NaBH₃CN / methanol / 12 h / 20 °C

2: SOCl₂; pyridine / CH₂Cl₂ / -78 - 20 °C

3: 8.3 g / aq. NaIO₄; RuCl₃ / acetonitrile / 0.25 h

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / 760.05 Torr

5: 90 percent / PyBOP; N-methylmorpholine / dimethylformamide / 0.08 h / 20 °C

With 4-methyl-morpholine; pyridine; ruthenium trichloride; sodium periodate; thionyl chloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium cyanoborohydride; acetic acid; 10percent Pd/C; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja011932l