[(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester
• CAS No.: 856765-84-9
• Molecular Formula: C₄₀H₅₄FN₅O₉S
• Molecular Weight: 804.922

Synonyms:[(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester

Chemical Property of [(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of [(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester

There total 9 articles about [(1{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-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: 89.0%

N-[(tert-butyloxycarbonyl)-(3-fluorobenzyl)]glycine + 2-amino-N-{1-[2H5]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl}-3,3-dimethyl-butyramide methanesulfonic acid salt → [(1{1-[2H5]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester (856765-84-9)

Guidance literature:

N-[(tert-butyloxycarbonyl)-(3-fluorobenzyl)]glycine; With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

2-amino-N-{1-[2H₅]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl}-3,3-dimethyl-butyramide methanesulfonic acid salt; In N,N-dimethyl-formamide;

DOI:10.1002/jlcr.870

Reference yield:

S-4-[2H5]benzyl-5S-(benzyloxymethyl)-oxazolidin-2-one (856765-73-6) → [(1{1-[2H5]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester (856765-84-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: KOH / ethanol; H₂O / 2 h / 70 °C

1.2: 94 percent / ethanol; H₂O; CH₂Cl₂ / 2 h / 20 °C / pH 7

2.1: 100 percent / hydrogen / Pd/C / ethyl acetate / 18 h

3.1: 1-bromocarbonyl-1-methylethyl acetate / CHCl₃ / 3 h / 20 °C

3.2: 73 percent / NaOMe / tetrahydrofuran / 4 h / 20 °C

4.1: 100 percent / propan-2-ol / 4 h / 86 °C

5.1: K₂CO₃ / H₂O; isopropyl acetate / 0.5 h / 56 °C

6.1: isopropyl acetate / 0.5 h / 85 °C

7.1: 1-hydroxybenzotriazole hydrate; 4-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide

7.2: dimethylformamide

7.3: isopropyl acetate / 0.5 h / 85 °C

8.1: 1-hydroxybenzotriazole hydrate; 4-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide

8.2: 89 percent / dimethylformamide

With 4-methyl-morpholine; potassium hydroxide; acetoxyisobutyryl bromide; hydrogen; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; chloroform; Isopropyl acetate; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1002/jlcr.870

Reference yield:

(S)-1-[N-(tert-butyloxycarbonyl)amino]-1-[2H5]benzyl-3-(benzyloxy)propan-2S-ol (856765-74-7) → [(1{1-[2H5]phenylmethyl-2-hydroxy-3-[isobutyl-(3-nitro-benzenesulfonyl)-amino]-propyl-carbamoyl}-2,2-dimethyl-propylcarbamoyl)-methyl]-(3-fluorobenzyl)-carbamic acid tert-butyl ester (856765-84-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / hydrogen / Pd/C / ethyl acetate / 18 h

2.1: 1-bromocarbonyl-1-methylethyl acetate / CHCl₃ / 3 h / 20 °C

2.2: 73 percent / NaOMe / tetrahydrofuran / 4 h / 20 °C

3.1: 100 percent / propan-2-ol / 4 h / 86 °C

4.1: K₂CO₃ / H₂O; isopropyl acetate / 0.5 h / 56 °C

5.1: isopropyl acetate / 0.5 h / 85 °C

6.1: 1-hydroxybenzotriazole hydrate; 4-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide

6.2: dimethylformamide

6.3: isopropyl acetate / 0.5 h / 85 °C

7.1: 1-hydroxybenzotriazole hydrate; 4-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide

7.2: 89 percent / dimethylformamide

With 4-methyl-morpholine; acetoxyisobutyryl bromide; hydrogen; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In chloroform; Isopropyl acetate; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1002/jlcr.870

upstream raw materials:

N-tert-butyloxycarbonyl-L-tert-leucine

(1S,2S)-(oxiranyl-2-[2H₅]-phenyl-ethyl)-carbamic acid tert-butyl ester

S-1-[N-(tert-butyloxycarbonyl)amino]-1-[2H₅]benzyl-propan-2S,3-diol

S-4-[2H₅]benzyl-5S-(benzyloxymethyl)-oxazolidin-2-one

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