(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

Base Information

Chemical Name:(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane
CAS No.:1415890-95-7
Molecular Formula:C₂₀H₃₃NO₂
Molecular Weight:319.488
Hs Code.:

Synonyms:(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

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Technology Process of (2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

There total 13 articles about (2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane 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: 85.0%

: 364597-39-7
(2S,3R,6S,8R)-1-benzyloxy-8-[N-methyl-N-(toluene-4-sulfonyl)amino]-3,6-epoxy-2-methylundecane

: 1415890-95-7
(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

Guidance literature:: With naphthalene; sodium; In 1,2-dimethoxyethane; at -60 ℃; for 1h;
DOI:10.1039/c2ob26801a

Reference yield:

: 364597-53-5
(2S,3S,4R,5R,8S,10R)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-5,8-epoxy-10-[N-methyl-N-(toluene-4-sulfonyl)amino]tridecanal

: 1415890-95-7
(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

Guidance literature:: Multi-step reaction with 4 steps

1.1: tin(IV) chloride / dichloromethane / 0.08 h / -78 °C

1.2: 0.83 h / -78 °C

2.1: tin(IV) chloride / dichloromethane / 6 h / 20 °C

3.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 0.75 h / Reflux

4.1: sodium; naphthalene / 1,2-dimethoxyethane / 1 h / -60 °C

With naphthalene; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium; tin(IV) chloride; In 1,2-dimethoxyethane; dichloromethane; benzene;
DOI:10.1039/c2ob26801a

Reference yield:

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

: 1415890-95-7
(2S,3R,6S,8R)-1-benzyloxy-3,6-epoxy-2-methyl-8-(methylamino)undecane

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 2 h / -78 °C

2.1: 20% palladium hydroxide-activated charcoal; ammonium formate; formic acid / methanol / 3 h / 20 °C

3.1: triethylamine; dmap / dichloromethane / 24 h / 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C

4.2: 15 h / 20 °C

5.1: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 0 - 20 °C

6.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 2 h / -78 - 20 °C

7.1: tin(IV) chloride / dichloromethane / 0.08 h / -78 °C

7.2: 0.83 h / -78 °C

8.1: tin(IV) chloride / dichloromethane / 6 h / 20 °C

9.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 0.75 h / Reflux

10.1: sodium; naphthalene / 1,2-dimethoxyethane / 1 h / -60 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; naphthalene; 2,2'-azobis(isobutyronitrile); 20% palladium hydroxide-activated charcoal; tri-n-butyl-tin hydride; ammonium formate; sodium; tin(IV) chloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1039/c2ob26801a