2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester

Base Information

• Chemical Name: 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester
• CAS No.: 283171-13-1
• Molecular Formula: C₄₇H₇₃ClN₂O₁₃
• Molecular Weight: 909.555

Synonyms:

Chemical Property of 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester

There total 3 articles about 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] 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: 37.0%

formic acid (64-18-6) + tert-butylisonitrile (119072-55-8,7188-38-7) + 4-chlorobenzaldehyde (104-88-1) + 8-Chlorocarbonyl-2,2,8-trimethyl-nonanoic acid (2R,3S,4S,5R,6R)-6-azido-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl ester (283171-08-4) → 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(S)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester + 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester (283171-13-1)

Guidance literature:

Multistep reaction;

DOI:10.1002/(SICI)1521-3773(20000417)39:8<1431::AID-ANIE1431>3.0.CO;2-N

Reference yield:

2,2,8,8-Tetramethyl-nonanedioic acid allyl ester (2R,3S,4S,5R,6R)-6-azido-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl ester (283171-06-2) → 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester (283171-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / morpholine / [Ph₃P]4Pd / tetrahydrofuran / 72 h

2: (COCl)2 / CH₂Cl₂

3: 37 percent

With morpholine; oxalyl dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution;

DOI:10.1002/(SICI)1521-3773(20000417)39:8<1431::AID-ANIE1431>3.0.CO;2-N

Reference yield:

2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-azido-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester (283171-07-3) → 2,2,8,8-Tetramethyl-nonanedioic acid mono-[(2R,3S,4S,5R,6R)-6-{[(R)-tert-butylcarbamoyl-(4-chloro-phenyl)-methyl]-formyl-amino}-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl] ester (283171-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2 / CH₂Cl₂

2: 37 percent

With oxalyl dichloride; In dichloromethane; 1: Substitution;

DOI:10.1002/(SICI)1521-3773(20000417)39:8<1431::AID-ANIE1431>3.0.CO;2-N

upstream raw materials:

formic acid

tert-butylisonitrile

4-chlorobenzaldehyde

8-Chlorocarbonyl-2,2,8-trimethyl-nonanoic acid (2R,3S,4S,5R,6R)-6-azido-3,4,5-tris-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-ylmethyl ester

Downstream raw materials:

(R)-2-Amino-N-tert-butyl-2-(4-chloro-phenyl)-acetamide; hydrochloride

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