(4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

Base Information

• Chemical Name: (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine
• CAS No.: 147700-75-2
• Molecular Formula: C₃₁H₃₂N₂O₂
• Molecular Weight: 464.607
• Mol file: 147700-75-2.mol

Synonyms:(4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

Chemical Property of (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

There total 7 articles about (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine 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: 97.0%

(4S,5S)-4,5-bis(azido-diphenyl-methyl)-2,2-dimethyl-1,3-dioxolane (147700-74-1) → (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine (147700-75-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Cooling with ice;

DOI:10.1021/acs.orglett.5b02323

Reference yield: 63.0%

(4R,5R)-4,5-bis[chloro(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane (147700-73-0) → (1S,5S)-3,3-dimethyl-6,6,8,8-tetraphenyl-2,4-dioxa-7-azabicyclo<3.3.0>octane + (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine (147700-75-2)

Guidance literature:

With ammonia; ammonium chloride; at 85 ℃; for 48h; under 18751.9 Torr;

DOI:10.1021/ol990060d

Reference yield: 27.0%

(4R,5R)-4,5-bis[chloro(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane (147700-73-0) → (4S,5S)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine (147700-75-2)

Guidance literature:

(4R,5R)-4,5-bis[chloro(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane; With sodium azide; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h;

With lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1002/adsc.200404168

upstream raw materials:

(4S,5S)-4,5-bis(azido-diphenyl-methyl)-2,2-dimethyl-1,3-dioxolane

(4R,5R)-4,5-bis[chloro(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane

(R,R)-TADDOL

(-)-dimethy-2,3-O-isopropylidene-L-tartrate

Downstream raw materials:

(4S,5S)-N4,N5,2,2-tetramethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanamine

(3aS,8aS)-hexahydro-2,2-dimethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-d][1,2,7]thiadiazepine 6,6-dioxide

[R(S)]-N-[{(4S,5S)-5-[(amino)(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}(diphenyl)methyl]-1,1,1-trifluoromethanesulfinamide

[S(S)]-N-[{(4S,5S)-5-[(amino)(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}(diphenyl)methyl]-1,1,1-trifluoromethanesulfinamide