Benzylhepta-O-acetyl-b-D-lactoside4%CaCO3

Base Information

• Chemical Name: Benzylhepta-O-acetyl-b-D-lactoside4%CaCO3
• CAS No.: 67310-53-6
• Molecular Formula: C33H42O18
• Molecular Weight: 726.686
• Mol file: 67310-53-6.mol

Synonyms:N-Hexadecanoyl-L-alanine

Chemical Property of Benzylhepta-O-acetyl-b-D-lactoside4%CaCO3

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 141-143°C
• Refractive Index: 1.532
• Boiling Point: 718.145 °C at 760 mmHg
• Flash Point: 291.497 °C
• PSA: 221.02000
• Density: 1.345 g/cm³
• LogP: 0.82290
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

Benzyl hepta-O-acetyl-b-D-lactoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzylhepta-O-acetyl-b-D-lactoside4%CaCO3

There total 16 articles about Benzylhepta-O-acetyl-b-D-lactoside4%CaCO3 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: 90.5%

tributylstannyl benzyl ether (33868-53-0) + 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (67310-53-6)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/0008-6215(87)80181-7

Reference yield: 66.0%

D-cellobiose octaacetate (5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,3616-19-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl hepta-O-acetyl-α,β-cellobioside (57764-18-8,67310-47-8,67310-49-0,67310-50-3,67310-52-5,67310-53-6,71238-74-9,71238-92-1,104874-30-8)

Guidance literature:

tin(IV) chloride; In acetonitrile; for 24h; Product distribution; Ambient temperature; variation of catalyst;

DOI:10.1016/0008-6215(87)80018-6

Reference yield: 54.0%

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) + benzyl alcohol (100-51-6,185532-71-2) → (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-(acetoxymethyl)-6-(benzyloxy)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (67310-53-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2019.04.003

upstream raw materials:

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

benzyl alcohol

benzyl bromide

3,6,2',3',4',6'-Hexa-O-acetyl-1,2-O-(ethyl orthoacetyl)-α-lactose

Downstream raw materials:

benzyl (2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

benzyl 2,3,6-tri-O-benzyl-(3,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,6-di-O-benzyl-β-D-glucopyranoside

Refernces

• 1、 Craft, Kelly M.,Townsend, Steven D.. "Synthesis of lacto-N-tetraose". . p. 43 - 50. Retrieved 2017/02/23.
• 2、 Jalsa, Nigel Kevin. "Regioselective removal of the anomeric O-benzyl from differentially protected carbohydrates". . p. 6587 - 6590. Retrieved 2012/02/03.