2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

Base Information

Chemical Name:2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone
CAS No.:1056675-47-8
Molecular Formula:C₂₃H₃₅NO₆
Molecular Weight:421.534
Hs Code.:

Synonyms:2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

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Chemical Property of 2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

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Technology Process of 2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

There total 12 articles about 2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone 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: 68.0%

: 1056674-45-3
(3S,5S)-5-((R)-1,2-dihydroxyethyl)-3-isopropyldihydrofuran-2(3H)-one

: 1056675-43-4
(1R,S)-1-(3-(bromomethyl)phenyl)-1-(t-butoxycarbonylamino)ethane

: 1056675-47-8
2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

Guidance literature:: (3S,5S)-5-((R)-1,2-dihydroxyethyl)-3-isopropyldihydrofuran-2(3H)-one; With di(n-butyl)tin oxide; In benzene; for 3h; Heating / reflux;

(1R,S)-1-(3-(bromomethyl)phenyl)-1-(t-butoxycarbonylamino)ethane; With tetrabutylammomium bromide; In benzene; at 80 ℃;

Reference yield:

: 1056674-35-1
5,6-di-O-benzyl-2,3-dideoxy-D-glucono-1,4-lactone

: 1056675-47-8
2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; tris(pyrrolidino)phosphine oxide / -60 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 2250.23 Torr

3.1: di(n-butyl)tin oxide / benzene / 3 h / Heating / reflux

3.2: 80 °C

With hydrogen; di(n-butyl)tin oxide; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; tris(pyrrolidino)phosphine oxide; benzene;

Reference yield:

: 1056674-18-0
methyl 5,6-di-O-benzyl-3-deoxy-α-D-glucofuranoside

: 1056675-47-8
2,3-dideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 2 h / Heating / reflux

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.33 h / 100 °C

3.1: boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 17 h / 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran; tris(pyrrolidino)phosphine oxide / -60 °C

5.1: hydrogen / palladium 10% on activated carbon / methanol / 2250.23 Torr

6.1: di(n-butyl)tin oxide / benzene / 3 h / Heating / reflux

6.2: 80 °C

With 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; tris(pyrrolidino)phosphine oxide; toluene; benzene;