2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester
CAS No.:126402-92-4
Molecular Formula:C₃₃H₄₉ClN₂O₉
Molecular Weight:653.213
Hs Code.:

2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester 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: 91.0%

: 64-18-6
formic acid

: 119072-55-8,7188-38-7
tert-butylisonitrile

: 104-88-1
4-chlorobenzaldehyde

: 126402-89-9
2,3,4-tri-O-pivaloyl-β-D-arabinopyranosylamine

: 126402-92-4
2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

: 126402-92-4
2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -25 ℃; for 24h; Yields of byproduct given;
DOI:10.1016/S0040-4039(00)99334-1

Reference yield: 91.0%

: 64-18-6
formic acid

: 119072-55-8,7188-38-7
tert-butylisonitrile

: 104-88-1
4-chlorobenzaldehyde

: 126402-89-9
2,3,4-tri-O-pivaloyl-β-D-arabinopyranosylamine

: 126402-92-4
2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

: 126402-92-4
2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -25 ℃; for 24h; Yields of byproduct given;
DOI:10.1016/S0040-4039(00)99334-1

Reference yield:

: 2,3,4-Tri-O-acetyl-α-D-arabinopyranosyl azide

: 126402-92-4
2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-4,5-bis-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 1N NaOMe/MeOH / methanol / 2 h / Ambient temperature

2: 89 percent / pyridine / 24 h / Ambient temperature

3: 88 percent / H₂ / Raney Ni / methanol; CH₂Cl₂ / 3 h / 760 Torr / Ambient temperature

4: 91 percent / ZnCl₂ / tetrahydrofuran / 24 h / -25 °C

With pyridine; methanol; hydrogen; sodium methylate; zinc(II) chloride; nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-1991-26641