Epivaliolamine hydrate

Base Information

• Chemical Name: Epivaliolamine hydrate
• CAS No.: 90865-96-6
• Molecular Formula: C₇H₁₅NO₅
• Molecular Weight: 193.2
• Mol file: 90865-96-6.mol

Synonyms:

Chemical Property of Epivaliolamine hydrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Epivaliolamine hydrate

There total 14 articles about Epivaliolamine hydrate 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:

validamine (32780-32-8) → epivaliolamine (90865-96-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 31.8 g / H₂O; dioxane / 1.) 0-5 deg C, 1 h, 2.) room temp., 1 h

2: 5.1 g / pyridine / 15 h / Ambient temperature

3: 26.2 g / pyridine / 16 h / Ambient temperature

4: 16.9 g / sodium iodide / acetic anhydride / 0.5 h / 120 - 130 °C

5: 11.6 g / silver fluoride / pyridine / 3.5 h / 20 - 25 °C

6: 2.0 g / osmium tetroxide / diethyl ether; pyridine / 1.) in ice-water bath, 4 h, 2.) room temp., overnight

7: hydrogen / palladium black / methanol; H₂O; acetic acid / 2.5 h / Ambient temperature

8: 400 mg / M sodium hydroxide / 3 h / Ambient temperature

With sodium hydroxide; osmium(VIII) oxide; hydrogen; silver fluoride; sodium iodide; palladium; In 1,4-dioxane; pyridine; methanol; diethyl ether; water; acetic anhydride; acetic acid;

DOI:10.1016/0008-6215(85)85122-3

Reference yield:

(1R)-(1(CH2OH),2,4,5/1,3)-2,3,4-tri-O-acetyl-5-<(benzyloxycarbonyl)amino>-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol (89876-10-8) → epivaliolamine (90865-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium black / methanol; H₂O; acetic acid / 2.5 h / Ambient temperature

2: 400 mg / M sodium hydroxide / 3 h / Ambient temperature

With sodium hydroxide; hydrogen; palladium; In methanol; water; acetic acid;

DOI:10.1016/0008-6215(85)85122-3

Reference yield:

1L-(1R)-(1,3,4/2)-tri-O-acetyl-4-<(benzyloxycarbonyl)amino>-6-methylene-1,2,3-cyclohexanetriol (85240-29-5) → epivaliolamine (90865-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.0 g / osmium tetroxide / diethyl ether; pyridine / 1.) in ice-water bath, 4 h, 2.) room temp., overnight

2: hydrogen / palladium black / methanol; H₂O; acetic acid / 2.5 h / Ambient temperature

3: 400 mg / M sodium hydroxide / 3 h / Ambient temperature

With sodium hydroxide; osmium(VIII) oxide; hydrogen; palladium; In pyridine; methanol; diethyl ether; water; acetic acid;

DOI:10.1016/0008-6215(85)85122-3

upstream raw materials:

validamine

valienamine

1L-(1,3,4/2)-4-amino-6-C-(hydroxymethyl)-5-cyclohexene-1,2,3-triol 3,4-carbamate

1,7-O-isopropylidene-1L-(1,3,4/2)-4-amino-6-C-(hydroxymethyl)-5-cyclohexene-1,2,3-triol 3,4-carbamate

Refernces