(S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid
• CAS No.: 78700-25-1
• Molecular Formula: C₂HF₃O₂*C₃₃H₄₁N₅O₁₁
• Molecular Weight: 797.739

Synonyms:

Chemical Property of (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid

Chemical Property:

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Useful:

Technology Process of (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid

There total 7 articles about (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid 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:

2-hydroxy-3-methylbutanoic acid (4026-18-0,17407-55-5,17407-56-6,600-37-3) → (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid (78700-25-1)

Guidance literature:

Multi-step reaction with 7 steps

2: EDC

4: 83 percent / HCl / dioxane

5: 82 percent

6: EDC / dimethylformamide

7: trifluoroacetic acid

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

Reference yield:

Boc-L-Ala-L-Hmb-ONSu (65096-39-1,112037-09-9) → (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid (78700-25-1)

Guidance literature:

Multi-step reaction with 5 steps

2: 83 percent / HCl / dioxane

3: 82 percent

4: EDC / dimethylformamide

5: trifluoroacetic acid

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

Reference yield:

(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionyloxy)-3-methyl-butyrylamino]-3-(4-methoxy-phenyl)-propionic acid (78700-15-9) → (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-propionyloxy]-3-methyl-butyrylamino}-3-(4-methoxy-phenyl)-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid (78700-25-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / HCl / dioxane

2: 82 percent

3: EDC / dimethylformamide

4: trifluoroacetic acid

With hydrogenchloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)81977-8

upstream raw materials:

Boc-D-Dap(Z)-L-Ala-L-Hmb-L-Tyr(Me)-ONSu

2-hydroxy-3-methylbutanoic acid

Boc-L-Ala-L-Hmb-ONSu

(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionyloxy)-3-methyl-butyrylamino]-3-(4-methoxy-phenyl)-propionic acid

Downstream raw materials:

[12-Isopropyl-9-(4-methoxy-benzyl)-3-methyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triaza-cyclododec-6-ylmethyl]-carbamic acid benzyl ester

[12-Isopropyl-9-(4-methoxy-benzyl)-3-methyl-2,5,8,11-tetraoxo-1-oxa-4,7,10-triaza-cyclododec-6-ylmethyl]-trimethyl-ammonium; iodide

cyclo (-D-Dap-L-Ala-L-Hmb-L-Tyr(Me)-)*HCl

1>-AM-toxin

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