{(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester
• CAS No.: 204712-00-5
• Molecular Formula: C₃₁H₄₉N₃O₅
• Molecular Weight: 543.747
• Mol file: 204712-00-5.mol

Synonyms:{(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester

Chemical Property of {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester

There total 11 articles about {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-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:

(S)-3-((S)-2-Amino-hept-6-enoyl)-4-benzyl-oxazolidin-2-one → {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester (204712-00-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) SnCl₂, 2.) NaHCO₃

2: 91 percent / LiBH₄

3: 79 percent / Bu₄NI, NaH / tetrahydrofuran / -45 °C

4: TFA, H₂O / CH₂Cl₂

5: EDCl, HOBt / CH₂Cl₂

6: TFA, H₂O / CH₂Cl₂

7: EDCl, HOBt / CH₂Cl₂

With lithium borohydride; water; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; tin(ll) chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(98)00025-0

Reference yield:

t-Boc-L-valine (13734-41-3) → {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester (204712-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: EDCl, HOBt / CH₂Cl₂

2: TFA, H₂O / CH₂Cl₂

3: EDCl, HOBt / CH₂Cl₂

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(98)00025-0

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → {(S)-1-[(S)-1-((S)-1-Benzyloxymethyl-hex-5-enylcarbamoyl)-2-methyl-propylcarbamoyl]-hex-5-enyl}-carbamic acid tert-butyl ester (204712-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) SnCl₂, 2.) NaHCO₃

2: 100 percent / aq. LiOH / tetrahydrofuran

3: EDCl, HOBt / CH₂Cl₂

With lithium hydroxide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tin(ll) chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(98)00025-0

upstream raw materials:

(2S)-2-[(tert-butoxycarbonyl)amino]hept-6-enoic acid

t-Boc-L-valine

di-tert-butyl dicarbonate

benzyl bromide

Downstream raw materials:

((Z)-(3S,6S,15S)-15-Benzyloxymethyl-3-isopropyl-2,5-dioxo-1,4-diaza-cyclopentadec-10-en-6-yl)-carbamic acid tert-butyl ester