2-amino-1,2-bis(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (non-preferred name)

Base Information

• Chemical Name: 2-amino-1,2-bis(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (non-preferred name)
• CAS No.: 29709-67-9
• Molecular Formula: C₁₂H₂₃NO₅
• Molecular Weight: 261.318
• Mol file: 29709-67-9.mol

Synonyms:Altritol,3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene- (7CI); Altritol,3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-, D- (8CI); NSC 68123

Chemical Property of 2-amino-1,2-bis(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (non-preferred name)

Chemical Property:

• Vapor Pressure: 1.93E-07mmHg at 25°C
• Boiling Point: 382.9°Cat760mmHg
• Flash Point: 185.4°C
• Density: 1.139g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-1,2-bis(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (non-preferred name)

There total 6 articles about 2-amino-1,2-bis(2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (non-preferred name) 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:

Schwefligsaeure-(1,2;5,6-di-O-isopropylidendioxy-D-manno-hexan-3,4-diylester) (95980-28-2) → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-D-altritol (29709-67-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NaIO₄ / RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 0.75 h / 0 °C

2: LiN₃ / dimethylformamide / 3 h / 80 °C

3: H₂O, H₂SO₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With sodium periodate; lithium azide; sulfuric acid; water; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(01)80274-4

Reference yield:

1,2:5,6-di-O-isopropylidene-D-mannitol (1707-77-3) → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-D-altritol (29709-67-9)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂, NEt₃ / CH₂Cl₂ / 0.25 h / 0 °C

2: NaIO₄ / RuCl₃*H₂O / CCl₄; acetonitrile; H₂O / 0.75 h / 0 °C

3: LiN₃ / dimethylformamide / 3 h / 80 °C

4: H₂O, H₂SO₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With sodium periodate; thionyl chloride; lithium azide; sulfuric acid; water; triethylamine; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(01)80274-4

Reference yield:

D-mannitol 1,2:5,6-diacetonide 2,3-cyclic sulfate (106571-12-4) → 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-D-altritol (29709-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1: LiN₃ / dimethylformamide / 3 h / 80 °C

2: H₂O, H₂SO₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With lithium azide; sulfuric acid; water; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)80274-4

upstream raw materials:

3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-D-altritol

Schwefligsaeure-(1,2;5,6-di-O-isopropylidendioxy-D-manno-hexan-3,4-diylester)

D-mannitol 1,2:5,6-diacetonide 2,3-cyclic sulfate

1,2:5,6-di-O-isopropylidene-D-mannitol

Downstream raw materials:

(4S,5S,2'S,3'S)-3-(3-hydroxy-2-methyl-3-phenyl-1-oxopropyl)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,3-oxazolidin-2-one

(4S,5S,2'R,3'R)-3-(3-hydroxy-2-methyl-3-phenyl-1-oxopropyl)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,3-oxazolidin-2-one

(4S,5S)-3-(3-phenyl-1-oxopropyl)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,3-oxazolidin-2-one