1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol

Base Information

• Chemical Name: 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol
• CAS No.: 866429-85-8
• Molecular Formula: C₃₃H₅₀O₆
• Molecular Weight: 542.756
• Mol file: 866429-85-8.mol

Synonyms:1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol

Chemical Property of 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol

There total 2 articles about 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol 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: 91.0%

(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (73346-74-4) + 6-benzyloxyhexyl 4-methylbenzenesulfonate (126519-80-0) → 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol (866429-85-8)

Guidance literature:

(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol; With sodium hydride; In tetrahydrofuran; at 20 - 80 ℃; for 2h;

6-benzyloxyhexyl 4-methylbenzenesulfonate; In tetrahydrofuran; at 80 ℃; for 72h;

DOI:10.1016/j.tetasy.2005.06.039

Reference yield:

6-benzyloxyhexan-1-ol (71126-73-3) → 1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol (866429-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / pyridine / CHCl₃ / 4 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 2 h / 20 - 80 °C

2.2: 91 percent / tetrahydrofuran / 72 h / 80 °C

With pyridine; sodium hydride; In tetrahydrofuran; chloroform;

DOI:10.1016/j.tetasy.2005.06.039

Reference yield: 90.0%

1,4-bis-O-(6-benzyloxyhexyl)-2,3-O-isopropylidene-D-threitol (866429-85-8) → 1,4-bis-O-(6-benzyloxyhexyl)-D-threitol (866429-87-0)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.tetasy.2005.06.039

upstream raw materials:

(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

6-benzyloxyhexyl 4-methylbenzenesulfonate

6-benzyloxyhexan-1-ol

Downstream raw materials:

1,4-bis-O-(6-benzyloxyhexyl)-D-threitol

1,4-bis-O-(6-benzyloxyhexyl)-2,3-bis-O-(2-hydroxyethyl)-D-threitol

1,4-bis-O-(6-benzyloxyhexyl)-2,3-bis-O-(2-hydroxyethyl)-D-threitol dimethanesulfonate

(2R,3R)-2,3-Bis-(6-benzyloxy-hexyloxymethyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane