{(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 138965-43-2
• Molecular Formula: C₃₆H₄₄N₈O₉
• Molecular Weight: 732.794

Synonyms:{(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Chemical Property of {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 9 articles about {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-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: 89.0%

Boc-Phe-m-aB<Φ>-Gly4-OEt (138965-42-1) → {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (138965-43-2)

Guidance literature:

With hydrazine hydrate; In methanol; for 24h; Ambient temperature;

DOI:10.1016/0223-5234(91)90119-8

Reference yield:

5-nitro-o-toluic acid (1975-52-6) → {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (138965-43-2)

Guidance literature:

Multi-step reaction with 9 steps

1: AcCl / Heating

2: N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 20 h / Heating

3: NaOH, tricaprylmethylammonium chloride / CH₂Cl₂; H₂O / 5 h / Ambient temperature

4: 82 percent / aq. 4 N KOH / methanol / 4 h / Ambient temperature

5: SOCl₂, DMF / 3 h / Ambient temperature

6: Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 2 h

7: H₂ / PtO₂ / dimethylformamide; H₂O / 2 h / Ambient temperature

8: dicyclohexylcarbodiimide (DCC) / dimethylformamide; CH₂Cl₂ / 0 - 20 °C

9: 89 percent / H₂NNH₂*H₂O / methanol / 24 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; hydrogen; Aliquat 336; hydrazine hydrate; triethylamine; acetyl chloride; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; platinum(IV) oxide; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90119-8

Reference yield:

methyl 2-methyl-5-nitrobenzoate (77324-87-9) → {(S)-1-[3-({[({[(Hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-carbamoyl)-4-phenoxymethyl-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (138965-43-2)

Guidance literature:

Multi-step reaction with 8 steps

1: N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 20 h / Heating

2: NaOH, tricaprylmethylammonium chloride / CH₂Cl₂; H₂O / 5 h / Ambient temperature

3: 82 percent / aq. 4 N KOH / methanol / 4 h / Ambient temperature

4: SOCl₂, DMF / 3 h / Ambient temperature

5: Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 2 h

6: H₂ / PtO₂ / dimethylformamide; H₂O / 2 h / Ambient temperature

7: dicyclohexylcarbodiimide (DCC) / dimethylformamide; CH₂Cl₂ / 0 - 20 °C

8: 89 percent / H₂NNH₂*H₂O / methanol / 24 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; hydrogen; Aliquat 336; hydrazine hydrate; triethylamine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; platinum(IV) oxide; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90119-8

upstream raw materials:

Boc-Phe-m-aB<Φ>-Gly4-OEt

5-nitro-o-toluic acid

methyl 2-methyl-5-nitrobenzoate

methyl 2-(bromomethyl)-5-nitrobenzoate

Downstream raw materials:

5-((S)-2-Amino-3-phenyl-propionylamino)-N-{[({[(hydrazinocarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-2-phenoxymethyl-benzamide; hydrochloride

(S)-4-Benzyl-20-chloromethyl-2,5,8,11,14,17-hexaaza-bicyclo[17.3.1]tricosa-1⁽²³⁾,19,21-triene-3,6,9,12,15,18-hexaone

(S)-4-Benzyl-20-bromomethyl-2,5,8,11,14,17-hexaaza-bicyclo[17.3.1]tricosa-1⁽²³⁾,19,21-triene-3,6,9,12,15,18-hexaone

(S)-4-Benzyl-20-hydroxymethyl-2,5,8,11,14,17-hexaaza-bicyclo[17.3.1]tricosa-1⁽²³⁾,19,21-triene-3,6,9,12,15,18-hexaone

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