[3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine

Base Information

• Chemical Name: [3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine
• CAS No.: 143962-63-4
• Molecular Formula: C₂₁H₂₉NO₃S
• Molecular Weight: 375.532
• Mol file: 143962-63-4.mol

Synonyms:[3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine

Chemical Property of [3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine

There total 3 articles about [3'aR-(3'aα,5'(R^*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine 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: 1.0%

[3'aR-(3'aα,5'E(R*),6'aα)]-N-methyl-S-phenyl-S-{[tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'(3'H)-yliden]methyl}sulfoximine → [3'aR-(3'aα,5'(R*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine (143962-63-4) + [3'aS-(3'aα,5'(S*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine

Guidance literature:

With Phenanthroline; lithium methanolate; In tetrahydrofuran; toluene; 0 deg C -> room temp., 10 h, then room temp., 2 d;

Reference yield:

(-)-(R)-N,S-dimethyl-S-phenylsulfoximine (80482-67-3) → [3'aR-(3'aα,5'(R*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine (143962-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 1.) n-BuLi; 2.) ClSiMe₃, n-BuLi / tetrahydrofuran; hexane / 1.) -60 deg C, -> room temp., then -78 deg C, 30 min; 2.) -90 deg C -> room temp., then room temp., 3 h, then -90 deg C, 30 min

2: 88 percent / LiOMe, phenanthroline / tetrahydrofuran; toluene / 0 deg C -> room temp., 10 h, then room temp., 2 d

With n-butyllithium; chloro-trimethyl-silane; Phenanthroline; lithium methanolate; In tetrahydrofuran; hexane; toluene;

Reference yield:

(3a'R,6a'S)-5,5-dimethyltetrahydro-1'H-spiro[1,3-dioxane-2,2'-pentalen]-5'(3'H)-one (112755-94-9,92007-37-9) → [3'aR-(3'aα,5'(R*),6'aα)]-N-methyl-S-phenyl-S-{[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro(1,3-dioxan-2,2'(1'H)-pentalen)-5'-yl]methyl}sulfoximine (143962-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 1.) n-BuLi; 2.) ClSiMe₃, n-BuLi / tetrahydrofuran; hexane / 1.) -60 deg C, -> room temp., then -78 deg C, 30 min; 2.) -90 deg C -> room temp., then room temp., 3 h, then -90 deg C, 30 min

2: 88 percent / LiOMe, phenanthroline / tetrahydrofuran; toluene / 0 deg C -> room temp., 10 h, then room temp., 2 d

With n-butyllithium; chloro-trimethyl-silane; Phenanthroline; lithium methanolate; In tetrahydrofuran; hexane; toluene;

upstream raw materials:

(-)-(R)-N,S-dimethyl-S-phenylsulfoximine

(3a'R,6a'S)-5,5-dimethyltetrahydro-1'H-spiro[1,3-dioxane-2,2'-pentalen]-5'(3'H)-one

Downstream raw materials:

(3'aR-(3'aα,6'aα))-3',3'a,4',6'a-tetrahydro-5'-[2-(phenylmethoxy)ethyl]spiro[5,5-dimethyl-1,3-dioxan-2,2'-(1'H)-pentalene]

Benzenesulfinic acid (R)-methylamide

(3'aR-(3'aα,6'aα))-3',3'a,4',6'a-tetrahydro-5'-[5-(1-ethoxyethoxy)pentyl]spiro[5,5-dimethyl-1,3-dioxan-2,2'-(1'H)-pentalen]

(3aR,6aS)-5-[5-(tert-Butyl-diphenyl-silanyloxy)-pentyl]-3,3a,4,6a-tetrahydro-1H-pentalen-2-one