5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester

Base Information

• Chemical Name: 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester
• CAS No.: 934619-59-7
• Molecular Formula: C₅₉H₈₆N₄O₁₀SSi
• Molecular Weight: 1071.5
• Mol file: 934619-59-7.mol

Synonyms:5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester

Chemical Property of 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester

There total 25 articles about 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl 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%

(2S,3S)-2-{[(R)-2-(1-Amino-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-pentanoic acid benzyl ester (934619-55-3) + (S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid (1S,2R,5S)-1-(1-chlorocarbonyl-1-methyl-ethyl)-5-methoxy-2-methyl-octyl ester (878633-00-2) → 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester (934619-59-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 6.5h;

DOI:10.1016/j.tetlet.2005.12.026

Reference yield:

(S)-2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxan-4-yl)-propionaldehyde (878632-86-1) → 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester (934619-59-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 63 percent / KHMDS / 1,2-dimethoxy-ethane / 16 h / -65 - 23 °C

2: 63 percent / H₂ / Raney-Ni / methanol / 11.5 h / 23 °C

3: 86 percent / KHMDS / tetrahydrofuran / 5 h / -78 - 23 °C

4: 100 percent / HCl / methanol; H₂O / 3 h / 0 - 23 °C

5: 82 percent / imidazole / 3 h / 0 - 23 °C

6: 14 percent / AgNO₃ / toluene / 18 h / 23 °C

7: 97 percent / HF / ethanol / 1 h / 0 °C

8: Jones' reagent / acetone / 3 h / -15 - 0 °C

9: oxalyl chloride / CH₂Cl₂ / 5 h / 23 °C

10: 89 percent / DIEA / CH₂Cl₂ / 6.5 h / 23 °C

With 1H-imidazole; hydrogenchloride; jones' reagent; oxalyl dichloride; hydrogen fluoride; hydrogen; potassium hexamethylsilazane; silver nitrate; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; 1: Julia coupling;

DOI:10.1016/j.tetlet.2005.12.026

Reference yield:

(R)-2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxan-4-yl)-propan-1-ol (878632-85-0) → 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester (934619-59-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 23 °C

2: 63 percent / KHMDS / 1,2-dimethoxy-ethane / 16 h / -65 - 23 °C

3: 63 percent / H₂ / Raney-Ni / methanol / 11.5 h / 23 °C

4: 86 percent / KHMDS / tetrahydrofuran / 5 h / -78 - 23 °C

5: 100 percent / HCl / methanol; H₂O / 3 h / 0 - 23 °C

6: 82 percent / imidazole / 3 h / 0 - 23 °C

7: 14 percent / AgNO₃ / toluene / 18 h / 23 °C

8: 97 percent / HF / ethanol / 1 h / 0 °C

9: Jones' reagent / acetone / 3 h / -15 - 0 °C

10: oxalyl chloride / CH₂Cl₂ / 5 h / 23 °C

11: 89 percent / DIEA / CH₂Cl₂ / 6.5 h / 23 °C

With 1H-imidazole; hydrogenchloride; jones' reagent; oxalyl dichloride; hydrogen fluoride; hydrogen; potassium hexamethylsilazane; Dess-Martin periodane; silver nitrate; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; 2: Julia coupling;

DOI:10.1016/j.tetlet.2005.12.026

upstream raw materials:

(2S,3S)-2-{[(R)-2-(1-Amino-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-pentanoic acid benzyl ester

(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionic acid (1S,2R,5S)-1-(1-chlorocarbonyl-1-methyl-ethyl)-5-methoxy-2-methyl-octyl ester

(S)-2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxan-4-yl)-propionaldehyde

(R)-2-((S)-2,2,5,5-Tetramethyl-[1,3]dioxan-4-yl)-propan-1-ol