(2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate

Base Information

• Chemical Name: (2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate
• CAS No.: 4860-78-0
• Molecular Formula: C14H22 O7
• Molecular Weight: 302.324
• NSC Number: 170110
• Mol file: 4860-78-0.mol

Synonyms:4860-78-0;6-O-ACETYL-1,2;(2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate;347412-05-9;(4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl)methyl acetate;{4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^{2,6}]dodecan-8-yl}methyl acetate;NSC170110;ChemDiv1_019509;6-O-ACETYL-1,2:3,4-DI-O-ISOPROPYLIDENE-ALPHA-D-GALACTOPYRANOSE;HMS642G17;PHWOTSJWWWEKMS-UHFFFAOYSA-N;STK891241;AKOS001137816;AKOS016291269;CCG-351573;NSC-170110;NCGC00333731-01;FT-0772196;AB00097804-01;AB00097804-03;SR-01000398032;SR-01000398032-1;F1507-0154;1,2:3,4-Di-O-isopropylidene-.alpha.-d-galactopyranose, acetate;(2,2,7,7-tetramethyltetrahydro-3aH-di[1,3]dioxolo[4,5-b:4,5-d]pyran-5-yl)methyl acetate;(2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-5-yl)methyl acetate (non-preferred name)

Chemical Property of (2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate

Chemical Property:

• Boiling Point: 358.2oC at 760 mmHg
• Flash Point: 155.2oC
• PSA: 72.45000
• Density: 1.142g/cm3
• LogP: 0.94600
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 302.13655304
• Heavy Atom Count: 21
• Complexity: 433

Purity/Quality:

99%, ^*data from raw suppliers

6-O-Acetyl-1,2:3,4-di-O-isopropylidene-a-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC1C2C(C3C(O1)OC(O3)(C)C)OC(O2)(C)C

Technology Process of (2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate

There total 16 articles about (2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methyl acetate 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: 99.0%

acetic anhydride (108-24-7) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4860-78-0)

Guidance literature:

With methanesulfonic acid; In neat (no solvent); at 30 - 35 ℃; for 0.25h; Green chemistry;

DOI:10.1039/c4ra16916f

Reference yield: 98.0%

potassium acetate (127-08-2) + 1,2:3,4-di-O-isopropylidene-6-O-trifluoromethanesulfonyl-α-D-galactopyranose (71001-09-7) → 6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4860-78-0)

Guidance literature:

With CH₃O₃S^(1-)*C₂₇H₅₃N₂O₁₂⁽¹⁺⁾; In acetonitrile; at 80 ℃; for 1h;

DOI:10.1016/j.tet.2013.10.070

Reference yield: 98.0%

acetyl chloride (75-36-5) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 6-O-acetyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4860-78-0)

Guidance literature:

With aluminum oxide; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1016/j.carres.2005.11.035

upstream raw materials:

acetic anhydride

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

ethyl acetate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride