2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole

Base Information

• Chemical Name: 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole
• CAS No.: 132402-74-5
• Molecular Formula: C₁₈H₂₂N₂O₄S
• Molecular Weight: 362.45
• Mol file: 132402-74-5.mol

Synonyms:2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole

Chemical Property of 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole

There total 8 articles about 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole 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: 94.0%

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonyl-(R)-Δ2-thiazoline (132402-66-5) → 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole (132402-74-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)81482-4

Reference yield: 76.0%

2-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester → 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole (132402-74-5)

Guidance literature:

With copper diacetate; tert-Butyl peroxybenzoate; copper(I) bromide; In benzene; at 80 ℃; for 4.5h;

DOI:10.1016/0040-4039(94)85009-7

Reference yield: 73.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + dimethyl (2R,2'R)-3,3'-disulfanediylbis(2-azidopropanoate) (1393377-75-7) → 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole (132402-74-5)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With pentafluorophenyl diphenyl-phosphinate; triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

dimethyl (2R,2'R)-3,3'-disulfanediylbis(2-azidopropanoate); With triphenylphosphine; In dichloromethane; for 5h; Reflux; Darkness;

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 0.5h; Reagent/catalyst; Solvent; enantioselective reaction;

DOI:10.1021/acs.joc.8b00244

upstream raw materials:

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonyl-(R)-Δ2-thiazoline

2(S)--3-phenylpropanimino ethyl ether

cysteine methyl ester hydrochloride

C₁₈H₂₄N₄O₅S

Downstream raw materials:

(S)-2-{[2-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-thiazole-4-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

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

Boc-(S)-Phe-Thz-(S)-Pro-aThr-(R)-Val-Thz-OMe

C₃₈H₄₃N₇O₆S₂