(1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose

Base Information

• Chemical Name: (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose
• CAS No.: 214771-16-1
• Molecular Formula: C₃₈H₄₀O₇
• Molecular Weight: 608.731

Synonyms:(1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose

Chemical Property of (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose

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Technology Process of (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose

There total 7 articles about (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose 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: 95.0%

(R)-Phenylselanyl-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester (440122-33-8) → (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose (214771-16-1)

Guidance literature:

With sodium periodate; In tetrahydrofuran;

DOI:10.1021/jo0255227

Reference yield: 89.0%

2,3,4,6-tetra-O-benzyl-1-(ethoxycarbonyl)methyl-α-D-mannopyranose (132470-53-2) → (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose (214771-16-1)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1021/jo0255227

Reference yield: 75.0%

(S)-Phenylselanyl-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester (440122-31-6) → (1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-mannopyranose (214771-16-1)

Guidance literature:

With sodium periodate; In tetrahydrofuran;

DOI:10.1021/jo0255227

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-(ethoxycarbonyl)methyl-α-D-mannopyranose

(S)-Phenylselanyl-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester

(R)-Phenylselanyl-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester

2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone

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