(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Base Information

Chemical Name:(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole
CAS No.:176200-07-0
Molecular Formula:C₂₆H₃₂O₆
Molecular Weight:440.536
Hs Code.:

Synonyms:(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Suppliers and Price of (3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Chemical Property:

Purity/Quality:: 95% ^*data from raw suppliers

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Technology Process of (3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

There total 8 articles about (3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole 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%

: 100-39-0
benzyl bromide

: 156558-38-2
D-(-)-1,2:4,5-di-O-isopropylidene-myo-inositol

: 176200-07-0
(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h; chemoselective reaction;
DOI:10.1039/c3ob40789f

Reference yield:

: 100-39-0
benzyl bromide

: 176200-07-0
(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 91.3 percent / NaH; TBAI / tetrahydrofuran / 0 - 20 °C

2: 89.2 percent / NMO / OsO₄ / acetone; H₂O / 12 h / 20 °C

3: TSA / CH₂Cl₂ / 1 h / 20 °C

With N-methyl-2-indolinone; tetra-(n-butyl)ammonium iodide; sodium hydride; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1080/07328300701540225

Reference yield:

: 266682-75-1
(3aR,4S,7S,7aR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-4,7-di-O-benzyl-2,3-benzodioxole-4,7-diol

: 176200-07-0
(3aS,4S,4aR,7aR,8S,8aR)-4,8-Bis-benzyloxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 89.2 percent / NMO / OsO₄ / acetone; H₂O / 12 h / 20 °C

2: TSA / CH₂Cl₂ / 1 h / 20 °C

With N-methyl-2-indolinone; osmium(VIII) oxide; In dichloromethane; water; acetone;
DOI:10.1080/07328300701540225