(R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester

Base Information

• Chemical Name: (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester
• CAS No.: 161639-16-3
• Molecular Formula: C₃₅H₄₂N₂O₉S₂
• Molecular Weight: 698.858
• Mol file: 161639-16-3.mol

Synonyms:

Chemical Property of (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester

There total 10 articles about (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl 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: 90.0%

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-mercaptopropionic acid methyl ester (233266-69-8) + [4-(2-Methoxy-ethoxymethoxy)-3-(pyridin-2-yldisulfanylmethyl)-phenyl]-carbamic acid tert-butyl ester (161639-11-8) → (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester (161639-16-3)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/0040-4039(94)88510-9

Reference yield:

[2-(2-Methoxy-ethoxymethoxy)-5-nitro-phenyl]-methanol (161009-58-1) → (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester (161639-16-3)

Guidance literature:

Multi-step reaction with 9 steps

1: H₂ / Pd/C / methanol

3: NEt₃ / tetrahydrofuran / 25 °C

4: NaI / acetone

5: 79 percent / NEt₃ / tetrahydrofuran

6: 89 percent / MeONa / methanol

7: PBu₃, H₂O / dioxane

8: tetrahydrofuran

9: 90 percent / tetrahydrofuran

With tributylphosphine; water; hydrogen; sodium methylate; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; acetone;

DOI:10.1016/0040-4039(94)88510-9

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (R)-3-[5-tert-Butoxycarbonylamino-2-(2-methoxy-ethoxymethoxy)-benzyldisulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid methyl ester (161639-16-3)

Guidance literature:

Multi-step reaction with 8 steps

2: NEt₃ / tetrahydrofuran / 25 °C

3: NaI / acetone

4: 79 percent / NEt₃ / tetrahydrofuran

5: 89 percent / MeONa / methanol

6: PBu₃, H₂O / dioxane

7: tetrahydrofuran

8: 90 percent / tetrahydrofuran

With tributylphosphine; water; sodium methylate; triethylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; acetone;

DOI:10.1016/0040-4039(94)88510-9

upstream raw materials:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-mercaptopropionic acid methyl ester

[4-(2-Methoxy-ethoxymethoxy)-3-(pyridin-2-yldisulfanylmethyl)-phenyl]-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

[3-Hydroxymethyl-4-(2-methoxy-ethoxymethoxy)-phenyl]-carbamic acid tert-butyl ester