3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine

Base Information

• Chemical Name: 3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine
• CAS No.: 669056-34-2
• Molecular Formula: C₄₂H₄₈N₄O₄S
• Molecular Weight: 704.934

Synonyms:3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine

Chemical Property of 3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine

Chemical Property:

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine

There total 5 articles about 3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine 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: 43.0%

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid (5068-28-0) + 3-benzyloxy-estra-1,3,5(10),16-tetraeno[17,16-e]-2'-aminopyrimidine (669056-40-0) → 3-benzyloxy-estra-1,3,5(10),16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine (669056-34-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1016/S0039-128X(03)00145-4

Reference yield:

Estrone (53-16-7) → 3-benzyloxy-estra-1,3,5(10),16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine (669056-34-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: 97 percent / sodium methoxide / toluene

3: 77 percent / benzene / Heating

4: 86 percent / NaOMe / propan-1-ol / 70 h / 80 - 90 °C

5: 43 percent / DCC / CH₂Cl₂ / 7 h / 20 °C

With sodium methylate; sodium hydride; dicyclohexyl-carbodiimide; In propan-1-ol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/S0039-128X(03)00145-4

Reference yield:

3-benzyloxyestra-1,3,5(10)-trien-17-one (858-98-0) → 3-benzyloxy-estra-1,3,5(10),16-tetraeno[17,16-e]-2'-(S-benzyl-N-tert-butoxycarbonyl-L-cysteinylamino)pyrimidine (669056-34-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / sodium methoxide / toluene

2: 77 percent / benzene / Heating

3: 86 percent / NaOMe / propan-1-ol / 70 h / 80 - 90 °C

4: 43 percent / DCC / CH₂Cl₂ / 7 h / 20 °C

With sodium methylate; dicyclohexyl-carbodiimide; In propan-1-ol; dichloromethane; toluene; benzene;

DOI:10.1016/S0039-128X(03)00145-4

upstream raw materials:

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid

3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-aminopyrimidine

Estrone

3-benzyloxyestra-1,3,5⁽¹⁰⁾-trien-17-one

Downstream raw materials:

3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(S-benzyl-L-cysteinylamino)pyrimidine

3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(glycyl-S-benzyl-L-cysteinylamino)pyrimidine

3-benzyloxy-estra-1,3,5⁽¹⁰⁾,16-tetraeno[17,16-e]-2'-(N-tert-butoxycarbonyl-glycyl-S-benzyl-L-cysteinylamino)pyrimidine

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