(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

Base Information

• Chemical Name: (3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine
• CAS No.: 213843-90-4
• Molecular Formula: C₃₃H₃₄NO₄P
• Molecular Weight: 539.611
• DSSTox Substance ID: DTXSID40456805
• Nikkaji Number: J1.464.886K
• Wikidata: Q72506943
• Mol file: 213843-90-4.mol

Synonyms:213843-90-4;(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine;CID 11145951;(3aR,8aR)-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-3a,8a-dihydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;Rel-(3aR,8aR)-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;1192678-82-2;MFCD04117685;(R,R)-TADDOL-PNMe2;SCHEMBL12570268;DTXSID40456805;(3aR,8aR)-Tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;EX-A3240;rel-(3aR,8aR)-Tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;CS-W011471;SC11356;BP-12209;D77725;A879129;J-014025;(1,1,4,4-Tetraphenyl-2-O,3-O-isopropylidene-L-threitol-1-O,4-O-diylphosphino)dimethylamine;(3aR,8aR)-(-)-(2,2-DiMe-4,4,8,8-tetraPh-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)diMe-amine;98%;(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, 96%;(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98%;(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-2H,6H-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

Chemical Property of (3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 218-221 °C
• Boiling Point: 569.804°C at 760 mmHg
• PKA: 2.44±0.70(Predicted)
• Flash Point: 298.407°C
• PSA: 53.75000
• LogP: 7.22940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: moisture sensitive
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 539.22254556
• Heavy Atom Count: 39
• Complexity: 700

Purity/Quality:

99% ^*data from raw suppliers

(11aR)-(+)-10,11,12,13-Tetrahydro-5-(1,1-dimethylethyl)diindeno[7,1-de,1',7'-fg)[1.3.2] dioxaphosphocin, 97% (R)-FuP-tBu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(O1)C(OP(OC2(C3=CC=CC=C3)C4=CC=CC=C4)N(C)C)(C5=CC=CC=C5)C6=CC=CC=C6)C
• Isomeric SMILES: CC1(O[C@@H]2[C@@H](O1)C(OP(OC2(C3=CC=CC=C3)C4=CC=CC=C4)N(C)C)(C5=CC=CC=C5)C6=CC=CC=C6)C
• Uses: DSM MonoPhos Family of Highly Efficient Privileged Ligands

Technology Process of (3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

There total 5 articles about (3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine 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%

(R,R)-TADDOL (93379-48-7) + Hexamethylphosphorous triamide (1608-26-0) → (3aR,8aR)-(-)-(2,2-dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (1192678-82-2,213843-90-4,582300-09-2)

Guidance literature:

In chloroform; Heating;

DOI:10.1002/chem.200400316

Reference yield: 72.0%

N,N-dimethylammonium chloride (506-59-2) + (R,R)-TADDOL (93379-48-7) → (3aR,8aR)-(-)-(2,2-dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (1192678-82-2,213843-90-4,582300-09-2)

Guidance literature:

(R,R)-TADDOL; With triethylamine; phosphorus trichloride; In dichloromethane; at -50 - -20 ℃; for 1.91667h;

N,N-dimethylammonium chloride; With triethylamine; In dichloromethane; at -50 - 20 ℃; for 12h;

DOI:10.1002/hlca.201200147

Reference yield: 25.0%

(R,R)-TADDOL (93379-48-7) + Hexamethylphosphorous triamide (1608-26-0) → (3aR,8aR)-(-)-(2,2-dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (1192678-82-2,213843-90-4,582300-09-2) + (3aR,8aR)-2,2-dimethyl-4,4,8,8-tetraphenylperhydro-6λ5-[1,3]dioxolo-[4,5-e][1,3,2]dioxaphosphepin-6-one (329363-38-4)

Guidance literature:

In toluene; for 48h; Heating;

DOI:10.1002/1099-0690(200012)2000:24<4011::AID-EJOC4011>3.0.CO;2-D

upstream raw materials:

(R,R)-TADDOL

Hexamethylphosphorous triamide

dimethyl amine

N,N-dimethylammonium chloride

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