(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

Base Information

Chemical Name:(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol
CAS No.:147700-71-8
Molecular Formula:C₃₃H₃₅NO₃
Molecular Weight:493.646
Hs Code.:

Synonyms:(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

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Chemical Property of (4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

Chemical Property:

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Technology Process of (4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

There total 4 articles about (4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol 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: 64.0%

: 147700-69-4
(4R,5S)-5-(amino-diphenyl-methyl)-2,2-dimethyl-α,α-diphenyl-1,3-dioxolan-4-methanol

: 74-88-4
methyl iodide

: 147700-71-8
(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 72h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80529-9

Reference yield:

: 93379-48-7
(R,R)-TADDOL

: 147700-71-8
(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NEt₃, 2.) methanesulfonyl chloride, 3.) H₂O / 1.) CH₂Cl₂, 5 min, 2.) CH₂Cl₂, 3 h

2: 67 percent / 8250.7 Torr / autoclave, 30 min, RT; 90 deg C, 5 h

With water; methanesulfonyl chloride; triethylamine;

Reference yield:

: 147700-67-2
(4R,5R)-5-[(chloro)(diphenyl)methyl]-2,2-dimethyl-α,α-diphenyl-1,3-dioxolane-4-methanol

: 147700-71-8
(4R,5S)-2,2-dimethyl-5-(dimethylamino-diphenyl-methyl)-α,α-diphenyl-1,3-dioxolan-4-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: NaN₃ / dimethylformamide / 12 h / 80 °C

2: 85 percent / LiAlH₄ / tetrahydrofuran / 12 h / Ambient temperature

3: 64 percent / NaHCO₃, DMPU / dimethylformamide / 72 h / Ambient temperature

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; sodium azide; sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80529-9