methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

Base Information

• Chemical Name: methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate
• CAS No.: 123993-11-3
• Molecular Formula: C₂₂H₃₆N₄O₈
• Molecular Weight: 484.55

Synonyms:methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

Chemical Property of methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

There total 1 articles about methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate 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:

(S)-Pyroglutaminol (17342-08-4) → methyl (R)-4-<α,Nim-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate (123993-11-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 72.8 percent / CBr₄, Ph₃P / acetonitrile / Ambient temperature

2: 91.7 percent / tributyltin hydride, AIBN / toluene / 5 h / 80 °C

3: 90.6 percent / 6 N HCl / 8 h / Heating

4: 100 percent / thionyl chloride / 72 h / Ambient temperature

5: 67 percent / HOBt*H₂O, DDC, Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; thionyl chloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; benzotriazol-1-ol; triethylamine; triphenylphosphine; 2`,3`-dideoxycytidine; In dichloromethane; toluene; acetonitrile;

DOI:10.1021/ja00158a052

Reference yield:

methyl (R)-4-<α,Nim-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate (123993-11-3) → (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoic acid (123993-14-6)

Guidance literature:

Multi-step reaction with 6 steps

1: trifluoroacetic acid / 1.) 0 deg C, 10 min, 2.) RT, 1 h

2: CH₂Cl₂ / 3 h

3: 82 percent / H₂SO₄ / CH₂Cl₂ / 264 h / Ambient temperature

4: 1.) HCO₂H, 2.) 0.2 N HCl / 1.) Pd-black / 1.) RT, 1,5 h, methanol

5: diphenyl phosphoroazidate, Et₃N / dimethylformamide / Ambient temperature

6: 56 percent / aq. NaOH / methanol / 96 h / 5 - 10 °C

With hydrogenchloride; sodium hydroxide; formic acid; sulfuric acid; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; palladium; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00158a052

Reference yield:

methyl (R)-4-<α,Nim-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate (123993-11-3) → methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate (124020-64-0)

Guidance literature:

Multi-step reaction with 5 steps

1: trifluoroacetic acid / 1.) 0 deg C, 10 min, 2.) RT, 1 h

2: CH₂Cl₂ / 3 h

3: 82 percent / H₂SO₄ / CH₂Cl₂ / 264 h / Ambient temperature

4: 1.) HCO₂H, 2.) 0.2 N HCl / 1.) Pd-black / 1.) RT, 1,5 h, methanol

5: diphenyl phosphoroazidate, Et₃N / dimethylformamide / Ambient temperature

With hydrogenchloride; formic acid; sulfuric acid; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; palladium; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00158a052

upstream raw materials:

(S)-Pyroglutaminol

Downstream raw materials:

methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

(R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoic acid

methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 123993-11-3 methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

Send

Send

Metric Ton KG G Pound L ML

Send

Send