TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE

Base Information

• Chemical Name: TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE
• CAS No.: 220243-81-2
• Molecular Formula: C₁₅H₂₉NO₅
• Molecular Weight: 303.399
• Hs Code.: 2924199090
• Mol file: 220243-81-2.mol

Synonyms:norleucine, N-[(1,1-dimethylethoxy)carbonyl]-6-hydroxy-, 1,1-dimethylethyl ester;tert-butyl N-(tert-butoxycarbonyl)-6-hydroxynorleucinate

Chemical Property of TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE

Chemical Property:

• Vapor Pressure: 1.45E-08mmHg at 25°C
• Refractive Index: 1.464
• Boiling Point: 413.5 °C at 760 mmHg
• Flash Point: 203.9 °C
• PSA: 84.86000
• Density: 1.046g/cm³
• LogP: 2.77490
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE

There total 2 articles about TERT-BUTYL 2-(TERT-BUTOXYCARBONYLAMINO)-6-HYDROXYHEXANOATE 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: 45.0%

(+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-5-hexenoate (151294-93-8) → (+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxyhexanoate (220243-81-2)

Guidance literature:

(+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-5-hexenoate; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 14h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(98)01023-0

Reference yield:

N-(tert-butoxycarbonyl)glycine tert-butyl ester (111652-20-1) → (+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxyhexanoate (220243-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / -78 °C

1.2: 86 percent / tetrahydrofuran / 7.5 h / -78 - 20 °C

2.1: borane-THF complex / tetrahydrofuran / 14 h / 0 - 20 °C

2.2: 45 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; borane-THF; In tetrahydrofuran; 1.1: Metallation / 1.2: Alkylation / 2.1: Addition / 2.2: Oxidation;

DOI:10.1016/S0040-4020(98)01023-0

upstream raw materials:

(+/-)-tert-butyl 2-[(tert-butoxycarbonyl)amino]-5-hexenoate

N-(tert-butoxycarbonyl)glycine tert-butyl ester

Refernces