5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

Base Information

• Chemical Name: 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol
• CAS No.: 144542-40-5
• Molecular Formula: C₄₃H₅₃NO₈
• Molecular Weight: 711.896
• Mol file: 144542-40-5.mol

Synonyms:5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

Chemical Property of 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

There total 22 articles about 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol 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: 90.0%

4-Nitro-benzoic acid (S)-2-tert-butoxycarbonylamino-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyl ester (236388-69-5) → 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol (144542-40-5)

Guidance literature:

With sodium methylate; In methanol; for 15h; Ambient temperature;

DOI:10.1021/jo990398l

Reference yield: 79.0%

(S)-2-Oxo-4-[2-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-oxazolidine-3-carboxylic acid tert-butyl ester (144542-47-2) → 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol (144542-40-5)

Guidance literature:

With CsCO₃; In methanol;

DOI:10.1021/jo00049a005

Reference yield: 70.0%

5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol (204187-64-4) → 5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol (144542-40-5)

Guidance literature:

With acetic acid; In water; at 80 ℃; for 0.25h;

DOI:10.1016/S0040-4020(98)83019-6

upstream raw materials:

(S)-2-Oxo-4-[2-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-oxazolidine-3-carboxylic acid tert-butyl ester

5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

4-Nitro-benzoic acid (S)-2-tert-butoxycarbonylamino-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyl ester

benzyl bromide

Downstream raw materials:

(S)-2-Amino-N-tetradecyl-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyramide

[(S)-1-Tetradecylcarbamoyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid tert-butyl ester

3'(S)-N-(tert-butoxycarbonylamino)-4'(R)-nonadec-5'-yn-4'-olyl 2,3,4-tetra-O-benzyl-β-C-D-galactopyranoside

(3'S,4'R)-3'-aminononadec-5'-yn-4'-olyl 2,3,4-tetra-O-benzyl-β-C-D-galactopyranoside