Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 220903-24-2
• Molecular Formula: C₅₅H₅₈O₁₂
• Molecular Weight: 911.058
• Mol file: 220903-24-2.mol

Synonyms:Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

Chemical Property of Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

There total 4 articles about Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl 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: 95.0%

Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (220903-23-1) → Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (220903-24-2)

Guidance literature:

With hydrogenchloride; In methanol; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02625-2

Reference yield:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) → Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (220903-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / Ambient temperature

2: 95 percent / HCl / methanol / 18 h / Ambient temperature

With hydrogenchloride; boron trifluoride diethyl etherate; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(98)02625-2

Reference yield:

methyl 2-O-benzoyl-3,4,6-tetra-O-benzyl-α-D-mannopyranoside (40246-29-5,73445-32-6,131161-93-8,68536-57-2) → Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (220903-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂SO₄ / acetic acid / 16 h / Ambient temperature; HOAc:H₂SO₄=6:0.05

2: 85 percent / BF₃*OEt₂ / CH₂Cl₂ / Ambient temperature

3: 95 percent / HCl / methanol / 18 h / Ambient temperature

With hydrogenchloride; sulfuric acid; boron trifluoride diethyl etherate; In methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4039(98)02625-2

upstream raw materials:

Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

methyl 2-O-benzoyl-3,4,6-tetra-O-benzyl-α-D-mannopyranoside

1,6-di-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose