(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Base Information

Chemical Name:(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one
CAS No.:1382153-96-9
Molecular Formula:C₃₇H₃₇NO₆
Molecular Weight:591.704
Hs Code.:

Synonyms:(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Suppliers and Price of (5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

There total 10 articles about (5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one 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: 56.0%

: 1382153-94-7
(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(hydroxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

: 76-83-5
trityl chloride

: 1382153-96-9
(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 92h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.04.012

Reference yield:

: 1382153-78-7
(3aR,4'S,5S,6aR)-3'-benzyl-5-{[(tert-butyldimethylsilyl)oxy]methyl}-2,2-dimethyldihydro-3aH-spiro[furo[2,3-d][1,3]dioxole-6,4'-oxazolidin]-2'-one

: 1382153-96-9
(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2.1: pyridine; dmap / 0.5 h / 20 °C / Inert atmosphere

3.1: water; trifluoroacetic acid / 8.5 h / 20 °C / Inert atmosphere

4.1: benzoic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

5.2: 1.5 h / 0 - 20 °C

6.1: sodium periodate / methanol; water / 0.5 h / 20 °C / Inert atmosphere

7.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 20 °C / Inert atmosphere

8.1: camphor-10-sulfonic acid / 1 h / 40 °C / Inert atmosphere

9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 27 h / 0 - 20 °C / Inert atmosphere

10.1: dmap; triethylamine / dichloromethane / 92 h / 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; benzoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 4.1: Wittig reaction;
DOI:10.1016/j.tetasy.2012.04.012

Reference yield:

: 1382153-86-7
ethyl (4S,2E)-4-{(R)-4-[(S)-2-acetoxy-1-hydroxyethyl]-3-benzyl-2-oxooxazolidin-4-yl}-4-hydroxybut-2-enoate

: 1382153-96-9
(5R,6R)-1-benzyl-6-[(2'S,3'S)-3'-(trityloxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

1.2: 1.5 h / 0 - 20 °C

2.1: sodium periodate / methanol; water / 0.5 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 20 °C / Inert atmosphere

4.1: camphor-10-sulfonic acid / 1 h / 40 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 27 h / 0 - 20 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 92 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; sodium periodate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetasy.2012.04.012