(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

Base Information

Chemical Name:(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal
CAS No.:364597-40-0
Molecular Formula:C₂₀H₃₁NO₄S
Molecular Weight:381.536
Hs Code.:

Synonyms:(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

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Chemical Property of (2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

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Technology Process of (2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

There total 15 articles about (2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal 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: 90.0%

: 364597-83-1
(2S,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecan-1-ol

: 364597-40-0
(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine;
DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

: 85144-28-1
tert-butyl (2E)-hex-2-enoate

: 364597-40-0
(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

Guidance literature:: Multi-step reaction with 11 steps

1: 89 percent / n-BuLi / -78 °C

2: 100 percent / HCO₂NH₄; HCO₂H / Pd(OH)2/C

3: 91 percent / Et₃N; DMAP

4: 100 percent / NaH

5: 94 percent / LiAlH₄ / diethyl ether

6: 95 percent / (COCl)2; DMSO; Et₃N

7: 64 percent / SnCl₄ / -78 °C

8: 43 percent / SnCl₄

9: 94 percent / Bu₃SnH / AIBN

10: 98 percent / H₂ / Pd/C / ethanol

11: 90 percent / (COCl)2; DMSO; Et₃N

With dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; hydrogen; tri-n-butyl-tin hydride; ammonium formate; tin(IV) chloride; sodium hydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); In diethyl ether; ethanol; 1: conjugate addition / 2: transfer hydrogenolysis / 4: methylation / 5: reduction / 10: hydrogenolysis;
DOI:10.1016/S0040-4039(01)00921-2

Reference yield:

: 217823-12-6
tert-butyl (3R)-3-aminohexanoate

: 364597-40-0
(2R,3R,6S,8R)-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecanal

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / HCO₂NH₄; HCO₂H / Pd(OH)2/C

2: 91 percent / Et₃N; DMAP

3: 100 percent / NaH

4: 94 percent / LiAlH₄ / diethyl ether

5: 95 percent / (COCl)2; DMSO; Et₃N

6: 64 percent / SnCl₄ / -78 °C

7: 43 percent / SnCl₄

8: 94 percent / Bu₃SnH / AIBN

9: 98 percent / H₂ / Pd/C / ethanol

10: 90 percent / (COCl)2; DMSO; Et₃N

With dmap; lithium aluminium tetrahydride; formic acid; oxalyl dichloride; hydrogen; tri-n-butyl-tin hydride; ammonium formate; tin(IV) chloride; sodium hydride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); In diethyl ether; ethanol; 1: transfer hydrogenolysis / 3: methylation / 4: reduction / 9: hydrogenolysis;
DOI:10.1016/S0040-4039(01)00921-2