(S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate

Base Information

• Chemical Name: (S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate
• CAS No.: 1450821-28-9
• Molecular Formula: C₁₉H₂₉NO₄
• Molecular Weight: 335.444
• Mol file: 1450821-28-9.mol

Synonyms:(S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate

Chemical Property of (S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate

There total 1 articles about (S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate 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: 68.0%

[(4-Methoxy-benzyl)-amino]-acetic Acid Tert-butyl Ester (98076-56-3) + (2S)-3-(bromomethyl)but-3-en-2-ol (736158-13-7) → (S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate (1450821-28-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 16h;

DOI:10.1021/ol4019453

Reference yield: 68.0%

(S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate (1450821-28-9) → (S)-4-(4-methoxybenzyl)-7-methyl-6-methylene-1,4-oxazepan-2-one (1450821-31-4)

Guidance literature:

(S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate; With trifluoroacetic acid; In dichloromethane;

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/ejoc.201500918

Reference yield:

(S)-tert-butyl 2-((3-hydroxy-2-methylenebutyl) (4-methoxybenzyl)amino)acetate (1450821-28-9) → C15H19NO3

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 4 h

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 15 h

3: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 10 °C

With di-n-butylboryl trifluoromethanesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; 3: |Claisen-Ireland Rearrangement;

DOI:10.1021/ol4019453

upstream raw materials:

[(4-Methoxy-benzyl)-amino]-acetic Acid Tert-butyl Ester

(2S)-3-(bromomethyl)but-3-en-2-ol

Downstream raw materials:

(S)-2-((3-hydroxy-2-methylenebutyl)(4-methoxybenzyl)amino)acetic acid 2,2,2-trifluoroacetic acid salt

(9aS,E)-8-ethylidene-3-methoxy-1-phenyl-7,8,9,9a-tetrahydro-1H-2-oxa-6a,10adiazabenzo[cd]cyclopenta[g]azulene-6,10-dione

barmumycin

(S)-4-(4-methoxybenzyl)-7-methyl-6-methylene-1,4-oxazepan-2-one