(2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 872413-98-4
• Molecular Formula: C₃₀H₃₉ClN₄O₇S
• Molecular Weight: 635.181

Synonyms:

Chemical Property of (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

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MSDS Files:

Useful:

Technology Process of (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester

There total 4 articles about (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic 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:

[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]ethylamine (416855-48-6) + N-tert-butoxycarbonylamino-O-(2-carboxamidobenzyl)-D-serine (616882-16-7) → (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ6-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester (872413-98-4)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In Isopropyl acetate; water; at 20 ℃;

DOI:10.1016/j.bmc.2005.07.070

Reference yield:

N-tert-butoxycarbonylamino-O-(2-cyanobenzyl)-D-serine (616882-08-7) → (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ6-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester (872413-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / sodium perborate tetrahydrate / H₂O; methanol / 72 h / 20 °C

2: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / isopropyl acetate; H₂O / 20 °C

With sodium perborate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; Isopropyl acetate; water;

DOI:10.1016/j.bmc.2005.07.070

Reference yield:

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) → (2-(2-carbamoyl-benzyloxy)-1-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ6-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethyl)-carbamic acid tert-butyl ester (872413-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / NaH / dimethylformamide / 20 °C

2: 47 percent / sodium perborate tetrahydrate / H₂O; methanol / 72 h / 20 °C

3: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / isopropyl acetate; H₂O / 20 °C

With sodium perborate; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; Isopropyl acetate; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.07.070

upstream raw materials:

[5-(4-chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-ylmethyl]ethylamine

N-tert-butoxycarbonylamino-O-(2-carboxamidobenzyl)-D-serine

N-tert-butoxycarbonylamino-O-(2-cyanobenzyl)-D-serine

(R)-N-tert-butoxycarbonyl serine

Downstream raw materials:

2-(2-amino-2-{[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-ethyl-carbamoyl}-ethoxymethyl)-benzamide

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