HEXA-O-ACETYL-LACTAL

Base Information

• Chemical Name: HEXA-O-ACETYL-LACTAL
• CAS No.: 51450-24-9
• Molecular Formula: C24H32 O15
• Molecular Weight: 560.509
• Mol file: 51450-24-9.mol

Synonyms:D-arabino-Hex-1-enitol,1,5-anhydro-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-b-D-galactopyranosyl)-, diacetate (9CI);3,6,2',3',4',6'-Hexa-O-acetyl-D-lactal; D-Lactal hexaacetate;Hexaacetyl-D-lactal; Lactal peracetate; NSC 1686

Chemical Property of HEXA-O-ACETYL-LACTAL

Chemical Property:

• Appearance/Colour: white to slightly yellow crystals or crystalline
• Vapor Pressure: 5.67E-14mmHg at 25°C
• Melting Point: 109-111oC
• Boiling Point: 591.7 °C at 760 mmHg
• Flash Point: 249.2 °C
• PSA: 185.49000
• Density: 1.34 g/cm³
• LogP: -0.13800
• Storage Temp.: Freezer (-20°C)
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

LactalHexaacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Lactal Hexaacetate (cas# 51450-24-9) is a compound useful in organic synthesis.

Technology Process of HEXA-O-ACETYL-LACTAL

There total 15 articles about HEXA-O-ACETYL-LACTAL 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: 95.0%

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0) → hexa-O-acetyl-D-maltal (51450-24-9,67314-34-5,67314-36-7,71276-40-9)

Guidance literature:

With β‐cyclodextrin; zinc; In water; at 20 ℃; for 1.5h; Sonication;

DOI:10.1002/cjoc.201180263

Reference yield: 95.0%

Acetic acid (2S,3R,4S,5R,6R)-4-acetoxy-6-acetoxymethyl-2-benzenesulfonyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester (27891-80-1) → hexa-O-acetyl-D-lactal (51450-24-9)

Guidance literature:

With tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; for 0.333333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74718-6

Reference yield: 91.0%

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide (4753-07-5) → hexa-O-acetyl-D-lactal (51450-24-9)

Guidance literature:

With β‐cyclodextrin; zinc; In water; at 20 ℃; for 1.5h; Sonication;

DOI:10.1002/cjoc.201180263

upstream raw materials:

α-hepta-O-acetylmaltosyl bromide

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate

Downstream raw materials:

1,5-anhydro-2-deoxy-4-O-(α-D-glucopyranosyl)-D-arabino-hex-1-enitol

4-[(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-(1'->5)-(7-O-acetyl-2,6-anhydro-1,3,4-trideoxy-α,β-D-erythro-hept-3-enitol-1-yl)]iodobenzene

N^α-(tert-butoxycarbonyl)-C-[(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-(1'->4)-(6-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)]-L-tyrosine benzyl ester

N^α-(tert-butoxycarbonyl)-C-[(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-(1'->4)-(2,3,6-tri-O-acetyl-α-D-mannopyranosyl)]-L-tyrosine benzyl ester