(2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid

Base Information

• Chemical Name: (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid
• CAS No.: 721448-18-6
• Molecular Formula: C₃₁H₃₅NO₈
• Molecular Weight: 549.621

Synonyms:

Chemical Property of (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid

There total 11 articles about (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid 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: 40.0%

N-[(2R,4R,5R)-2-Formyl-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxan-5-yl]-acetamide (721448-16-4) → (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid (721448-18-6)

Guidance literature:

With silver(II) oxide; In acetonitrile;

DOI:10.1016/j.tetlet.2004.03.135

Reference yield:

allyl α-D-mannopyranoside (41308-76-3,821794-45-0) → (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid (721448-18-6)

Guidance literature:

Multi-step reaction with 15 steps

1.1: 90 percent / PTSA

2.1: 90 percent / NaH

3.1: 60 percent / SeO₂ / acetic acid

4.1: 90 percent / NaBH₄ / methanol

5.1: 92 percent / imidazole

6.1: 90 percent / PCC

7.1: 90 percent / NH₂OH

8.1: 80 percent / LiAlH₄ / diethyl ether

9.1: 90 percent / NEt₃

10.1: 70 percent / TBAF

11.1: 90 percent / NaH

12.1: 64 percent / PTSA / methanol

13.1: 80 percent / nBuSnCl₃

14.1: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O

14.2: 83 percent / NaIO₄ / CH₂Cl₂

15.1: 40 percent / AgO / acetonitrile

With 1H-imidazole; silver(II) oxide; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; selenium(IV) oxide; N-methyl-2-indolinone; Trichlorbutylstannan; tetrabutyl ammonium fluoride; hydroxylamine; sodium hydride; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In methanol; diethyl ether; water; acetic acid; acetonitrile; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2004.03.135

Reference yield:

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside (81600-93-3) → (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid (721448-18-6)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 90 percent / NaH

2.1: 60 percent / SeO₂ / acetic acid

3.1: 90 percent / NaBH₄ / methanol

4.1: 92 percent / imidazole

5.1: 90 percent / PCC

6.1: 90 percent / NH₂OH

7.1: 80 percent / LiAlH₄ / diethyl ether

8.1: 90 percent / NEt₃

9.1: 70 percent / TBAF

10.1: 90 percent / NaH

11.1: 64 percent / PTSA / methanol

12.1: 80 percent / nBuSnCl₃

13.1: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O

13.2: 83 percent / NaIO₄ / CH₂Cl₂

14.1: 40 percent / AgO / acetonitrile

With 1H-imidazole; silver(II) oxide; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; selenium(IV) oxide; N-methyl-2-indolinone; Trichlorbutylstannan; tetrabutyl ammonium fluoride; hydroxylamine; sodium hydride; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In methanol; diethyl ether; water; acetic acid; acetonitrile; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2004.03.135

upstream raw materials:

N-[(2R,4R,5R)-2-Formyl-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxan-5-yl]-acetamide

allyl α-D-mannopyranoside

allyl 4,6-di-O-benzylidene-α-D-mannopyranoside

N-((1R,2R,3S,4R)-3,4,5-Tris-benzyloxy-2-hydroxy-1-hydroxymethyl-pentyl)-acetamide

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 721448-18-6 (2R,4R,5R)-5-Acetylamino-4-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-[1,3]dioxane-2-carboxylic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send