N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide

Base Information

• Chemical Name: N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide
• CAS No.: 688321-37-1
• Molecular Formula: C₃₃H₃₇NO₆
• Molecular Weight: 543.66

Synonyms:N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide

Chemical Property of N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide

There total 2 articles about N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide 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: 80.0%

(2S,3R)-3-[(4S,5R)-5-((R)-1-Hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxirane-2-carboxylic acid diethylamide (180591-23-5) → N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide (688321-37-1)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; for 24h;

DOI:10.1016/j.tetlet.2004.01.144

Reference yield: 61.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + (2S,3R)-3-[(4S,5R)-5-((R)-1-Hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxirane-2-carboxylic acid diethylamide (180591-23-5) → (2S,3R)-3-[(4S,5R)-2,2-Dimethyl-5-((R)-1-methylsulfanylmethoxy-2-trityloxy-ethyl)-[1,3]dioxolan-4-yl]-oxirane-2-carboxylic acid diethylamide + N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide (688321-37-1)

Guidance literature:

With acetic anhydride; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2004.11.054

Reference yield: 67.0%

1-amino-3-methylbutane (107-85-7) + N,N-diethyl 2,3-anhydro-4,5-O-isopropylidene-7-O-trityl-D-altro-6-heptulosamide (688321-37-1) → N,N-diethyl-2-hydroxy-2-(6-hydroxy-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-acetamide + N,N-diethyl 3,6-dideoxy-3,6-imino-N'-(3'-methylbutyl)-4,5-O-isopropylidene-7-O-trityl-L-glycero-D-manno-heptonamide

Guidance literature:

With sodium cyanoborohydride; zinc(II) chloride; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2004.11.054

upstream raw materials:

(2S,3R)-3-[(4S,5R)-5-((R)-1-Hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxirane-2-carboxylic acid diethylamide

dimethyl sulfoxide

Downstream raw materials:

N,N-diethyl 3,6-dideoxy-3,6-imino-N'-benzyl-4,5-O-isopropylidene-7-O-trityl-L-glycero-D-manno-heptonamide

(2S,3R)-3-[(4S,5R)-5-((R)-1-Hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxirane-2-carboxylic acid diethylamide

(S)-2-((3aS,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-N,N-diethyl-2-hydroxy-acetamide

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