Boc-Apns-Dmt-NHtBu

Base Information

• Chemical Name: Boc-Apns-Dmt-NHtBu
• CAS No.: 159000-71-2
• Molecular Formula: C₂₅H₃₉N₃O₅S
• Molecular Weight: 493.668
• Mol file: 159000-71-2.mol

Synonyms:Boc-Apns-Dmt-NHtBu

Chemical Property of Boc-Apns-Dmt-NHtBu

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-Apns-Dmt-NHtBu

There total 6 articles about Boc-Apns-Dmt-NHtBu 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:

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid (62023-65-8,76498-21-0,77171-41-6,82848-28-0,105181-72-4,116661-86-0) + (R)-N-tert-butyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide (158941-58-3) → Boc-Apns-Dmt-NHtBu (159000-71-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Yield given; Ambient temperature;

DOI:10.1002/(SICI)1521-4184(199803)331:3<87::AID-ARDP87>3.0.CO;2-H

Reference yield:

(R)-4-tert-Butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester (148983-13-5) → Boc-Apns-Dmt-NHtBu (159000-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 N HCl / dioxane / 2 h / 20 °C

2: 7.97 g / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid (117918-23-7) → Boc-Apns-Dmt-NHtBu (159000-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: TEA; diphenylphosphoryl chloride / ethyl acetate / 1 h

1.2: ethyl acetate

2.1: HCl / dioxane; CH₂Cl₂ / 2 h

3.1: 1-hydroxybenzotriazol; N,N'-dicyclohexylcarbodiimide / ethyl acetate

With hydrogenchloride; TEA; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Diphenylphosphinic chloride; In 1,4-dioxane; dichloromethane; ethyl acetate;

DOI:10.1248/cpb.48.1310

upstream raw materials:

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

(R)-N-tert-butyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

(R)-4-tert-Butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

(R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

Downstream raw materials:

KNI-577

(R)-N-tert-butyl-3-<(2S,3S)-3-amino-2-hydroxy-4-phenylbutanoyl>-5,5-dimethyl-1,3-thiazolidine-4-carboxamide