(R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester

Base Information

• Chemical Name: (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester
• CAS No.: 372518-98-4
• Molecular Formula: C₂₀H₂₈N₂O₇S
• Molecular Weight: 440.518

Synonyms:(R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester

Chemical Property of (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester

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Technology Process of (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester

There total 4 articles about (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ⁶-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl 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: 88.0%

(R)-2-((R)-4-Benzyloxycarbonylamino-1,3-dioxo-1λ4-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester → (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ6-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester (372518-98-4)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0960-894X(01)00409-7

Reference yield: 56.0%

(R)-2-((R)-2-Benzyloxycarbonylamino-3-chlorosulfonyl-propionylamino)-3-methyl-butyric acid tert-butyl ester (372518-96-2) → (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ6-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester (372518-98-4)

Guidance literature:

With pyridine; at -78 - 20 ℃;

DOI:10.1016/S0960-894X(01)00409-7

Reference yield:

(R)-2-((R)-2-Benzyloxycarbonylamino-3-chlorosulfinyl-propionylamino)-3-methyl-butyric acid tert-butyl ester (372518-95-1) → (R)-2-((R)-4-Benzyloxycarbonylamino-1,1,3-trioxo-1λ6-isothiazolidin-2-yl)-3-methyl-butyric acid tert-butyl ester (372518-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / pyridine / 18 h / 20 °C

2: 88 percent / MCPBA; NaHCO₃ / CH₂Cl₂

With pyridine; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0960-894X(01)00409-7

upstream raw materials:

(R)-2-((R)-2-Benzyloxycarbonylamino-3-chlorosulfonyl-propionylamino)-3-methyl-butyric acid tert-butyl ester

(R)-2-((R)-2-Benzyloxycarbonylamino-3-chlorosulfinyl-propionylamino)-3-methyl-butyric acid tert-butyl ester

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