(3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Base Information

• Chemical Name: (3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol
• CAS No.: 131233-63-1
• Molecular Formula: C₃₀H₃₄O₆
• Molecular Weight: 490.596
• Mol file: 131233-63-1.mol

Synonyms:(3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Chemical Property of (3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

There total 23 articles about (3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol 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%

3,4,5-tri-O-benzyl-D-myo-inositol (131233-69-7) + 2,2-dimethoxy-propane (77-76-9) → (3aS,4R,5R,6S,7R,7aR)-5,6,7-Tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol (131233-63-1)

Guidance literature:

With benzenesulfonic acid; In tetrahydrofuran; acetonitrile; for 2h; Ambient temperature;

DOI:10.1016/S0008-6215(97)00131-6

Reference yield: 95.0%

(+/-)-1,5,6-tri-O-benzyl-myo-inositol (131146-93-5,131233-69-7,131233-70-0,145772-95-8) + 2,2-dimethoxy-propane (77-76-9) → (+/-)-1,5,6-tri-O-benzyl-2,3-O-isopropylidene-myo-inositol (131146-89-9,131233-63-1,131233-66-4,149713-84-8)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 8h;

DOI:10.1016/0008-6215(90)80132-M

Reference yield: 91.0%

(+/-)-1,5,6-tri-O-benzyl-2,3-O-isopropylidene-4-O-p-methoxybenzyl-myo-inositol (131147-09-6) → (+/-)-1,5,6-tri-O-benzyl-2,3-O-isopropylidene-myo-inositol (131146-89-9,131233-63-1,131233-66-4,149713-84-8)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1016/0008-6215(90)80132-M

upstream raw materials:

4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aR,4R,5S,6R,7R,7aR)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester

3,4,5-tri-O-benzyl-D-myo-inositol

2,2-dimethoxy-propane

benzyl bromide

Downstream raw materials:

3,4,5,6-tetra-O-benzyl-1,2-isopropylidene-sn-myo-inositol

3,4,5-tri-O-benzyl-D-myo-inositol

3,4,5,6-tetra-O-benzyl inositol

1,3,4,5-Tetra-O-benzyl-D-myo-inositol