C₄₃H₅₇N₅O₁₃S

Base Information

• Chemical Name: C₄₃H₅₇N₅O₁₃S
• CAS No.: 1515605-81-8
• Molecular Formula: C₄₃H₅₇N₅O₁₃S
• Molecular Weight: 884.017

Synonyms:C₄₃H₅₇N₅O₁₃S

Chemical Property of C₄₃H₅₇N₅O₁₃S

Chemical Property:

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Technology Process of C₄₃H₅₇N₅O₁₃S

There total 18 articles about C₄₃H₅₇N₅O₁₃S 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:

N-Cbz-D-Ser[N-Me-Boc-Val]-(S)-β-L-triisopropylsilyloxy-Pip-Gly-Sar allyl ester (1515605-42-1) + phenylcarbonochloridothioate (1005-56-7) → C43H57N5O13S (1515605-81-8)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol403319m

Reference yield:

t-BuOCO-Gly-Sar-OH (133498-97-2) → C43H57N5O13S (1515605-81-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / ethyl acetate / 0.5 h / 20 °C / Inert atmosphere

3.1: acetic anhydride / 1 h / 55 °C / Inert atmosphere

3.2: 0.5 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

5.1: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere

6.1: dmap; triethylamine / acetonitrile / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; bis(trichloromethyl) carbonate; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triethylphosphine; In dichloromethane; ethyl acetate; toluene; acetonitrile; 5.1: |Ugi Condensation;

DOI:10.1021/ol403319m

Reference yield:

C8H14N2O3*ClH (1515606-17-3) → C43H57N5O13S (1515605-81-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic anhydride / 1 h / 55 °C / Inert atmosphere

1.2: 0.5 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.1: triethylphosphine / toluene / 48 h / 70 °C / Inert atmosphere

4.1: dmap; triethylamine / acetonitrile / 12 h / 20 °C / Inert atmosphere

With dmap; bis(trichloromethyl) carbonate; acetic anhydride; triethylamine; triethylphosphine; In dichloromethane; toluene; acetonitrile; 3.1: |Ugi Condensation;

DOI:10.1021/ol403319m

upstream raw materials:

(S)-5-azido-2-triisopropylsilyloxy-1-pentanol

N-Cbz-D-Ser[N-Me-Boc-Val]-(S)-β-L-triisopropylsilyloxy-Pip-Gly-Sar allyl ester

phenylcarbonochloridothioate

t-BuOCO-Gly-Sar-OH

Downstream raw materials:

N-Cbz-D-Ser[N-Me-Boc-Val]-L-Pip-Gly-Sar allyl ester

C₃₁H₄₅N₅O₉*ClH

N-Cbz-D-Ser[N-Cbz-D-Ser(N-Me-Boc-L-Val)-L-Pip-Gly-Sar-N-Me-L-Val]-L-Pip-Gly-Sar allyl ester

(N-Cbz-D-Ser-L-Pip-Gly-Sar-N-Me-Val)₂

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