(-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene

Base Information

• Chemical Name: (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene
• CAS No.: 873949-36-1
• Molecular Formula: C₂₀H₂₆N₂O₄S
• Molecular Weight: 390.503
• Mol file: 873949-36-1.mol

Synonyms:(-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene

Chemical Property of (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene

There total 4 articles about (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene 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:

(-)-N-{(3'aS,4'R,6'aR)-[4'-chloro-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-ylidene]]}-N'-(p-toluenesulfonyl)hydrazine → (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene (873949-36-1)

Guidance literature:

With sodium hydrogencarbonate;

DOI:10.1021/jo060551t

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'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene (873949-36-1)

Guidance literature:

Multi-step reaction with 4 steps

1: LiCl/lithium bis[(1R)-1-phenylethyl]azanide

2: NCS

3: NaHCO₃

With N-chloro-succinimide; sodium hydrogencarbonate; lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide; lithium chloride;

DOI:10.1021/jo060551t

Reference yield:

toluene-4-sulfonic acid hydrazide (1576-35-8) → (-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene (873949-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃

With sodium hydrogencarbonate;

DOI:10.1021/jo060551t

upstream raw materials:

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

toluene-4-sulfonic acid hydrazide

(-)-(3'aS,4'R,6'aR)-[4'-chloro-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen]]-5'-one

Downstream raw materials:

(-)-(3aS,4S,5R,6aR)-5-hydroxy-4-{4-[(S)-1'-(tert-butyldimethylsilanyloxy)hexyl]phenyl}-5-[tert-butyldimethylsilanyloxy]hexahydropentalen-2-one

(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

2,2-Dimethyl-1,3-propanediol