Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe

Base Information

• Chemical Name: Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe
• CAS No.: 347191-29-1
• Molecular Formula: C₃₃H₄₇N₅O₈S
• Molecular Weight: 673.831

Synonyms:Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe

Chemical Property of Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe

There total 15 articles about Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe 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:

Boc-L-Pro-H (69610-41-9,117625-90-8) → Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe (347191-29-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 758 mg / triethylamine / toluene / 0 - 20 °C

2: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

3: HCl / dioxane; H₂O / 0.33 h / 20 °C

4: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

5: 4N aq. HCl / dioxane / 0.33 h / 20 °C

6: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

7: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

8: 1.399 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 7 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/S0040-4020(02)00906-7

Reference yield:

(2S)-2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-thiazolidine-4-carboxylic acid methyl ester (347191-31-5) → Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe (347191-29-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

2: HCl / dioxane; H₂O / 0.33 h / 20 °C

3: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

4: 4N aq. HCl / dioxane / 0.33 h / 20 °C

5: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

6: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

7: 1.399 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 7 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(02)00906-7

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → Boc-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-OMe (347191-29-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 88 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 14 h / 0 - 12 °C

2: LiAlH₄ / diethyl ether / 0.25 h / 0 °C

3: 758 mg / triethylamine / toluene / 0 - 20 °C

4: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

5: HCl / dioxane; H₂O / 0.33 h / 20 °C

6: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

7: 4N aq. HCl / dioxane / 0.33 h / 20 °C

8: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

9: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

10: 1.399 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 7 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/S0040-4020(02)00906-7

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

1-(tert-butoxycarbonyl)-L-proline

Boc-L-Pro-H

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate

Downstream raw materials:

cis,cis-Ceratospongamide

cyclo(-(S)-Phe-(S)-Pro-(S)-Ile-(S)-aThr-(S)-Phe-(S)-Pro-Thz-)

2-(1-{2-[2-(2-{[1-(2-tert-butoxycarbonylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

1-(2-{[2-(1-{2-[2-(2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-phenyl-propionyl)-pyrrolidine-2-carboxylic acid methyl ester

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