methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran..

Base Information

• Chemical Name: methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran..
• CAS No.: 129081-26-1
• Molecular Formula: C₅₅H₇₀O₁₄
• Molecular Weight: 955.152

Synonyms:methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran..

Chemical Property of methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran..

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Technology Process of methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran..

There total 12 articles about methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran.. 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%

C61H76O15Se (129081-25-0) → methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran.. (129081-26-1)

Guidance literature:

In toluene; at 140 ℃; for 18h;

DOI:10.1016/0008-6215(90)84084-8

Reference yield:

methyl 2-O-benzyl-6-deoxy-3-O-(2-deoxy-β-D-arabino-hexopyranosyl)-4-O-methyl-β-D-galactopyranoside (129081-07-8) → methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran.. (129081-26-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 96 percent / (+/-)-camphor-10-sulfonic acid / dimethylformamide / 3 h / 80 °C / 52.5 Torr

2: 89 percent / pyridinium chlorochromate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 2 h / Ambient temperature

3: 2. LiAlH₄ / 1. 95percent aq. EtOH, room temperature 2. THF, room temperature, 15 min

4: 1. KH / 1. THF, 1 h, room temperature 2. 90 min

5: 84 percent / (+/-)-camphor-10-sulfonic acid / methanol; CHCl₃ / 75 h / Ambient temperature

7: 23 percent / 2,4,6-trimethylpyridine / acetonitrile / 45 h / Ambient temperature

8: 80 percent / NaOCH₃ / methanol; CH₂Cl₂ / 94 h / Ambient temperature

9: 100 percent / sodium periodate, NaHCO₃ / methanol; CH₂Cl₂; H₂O / 2 h / Ambient temperature

10: 80 percent / toluene; various solvent(s) / 18 h / 140 °C

With 2,4,6-trimethyl-pyridine; sodium periodate; lithium aluminium tetrahydride; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; potassium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/0008-6215(90)84084-8

Reference yield:

methyl-2-O-benzyl-3-O-(4,6-O-benzylidene-2-deoxy-β-D-erythro-hexopyranosyl-3-ulose)-6-deoxy-4-O-methyl-β-D-galactopyranoside (129081-09-0) → methyl O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-(1->4)-O-<3-O-benzyl-2,6-dideoxy-1(R)-D-arabino-hexopyranosylidene>-(1->3,4)-O-(2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyran.. (129081-26-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 2. LiAlH₄ / 1. 95percent aq. EtOH, room temperature 2. THF, room temperature, 15 min

2: 1. KH / 1. THF, 1 h, room temperature 2. 90 min

3: 84 percent / (+/-)-camphor-10-sulfonic acid / methanol; CHCl₃ / 75 h / Ambient temperature

5: 23 percent / 2,4,6-trimethylpyridine / acetonitrile / 45 h / Ambient temperature

6: 80 percent / NaOCH₃ / methanol; CH₂Cl₂ / 94 h / Ambient temperature

7: 100 percent / sodium periodate, NaHCO₃ / methanol; CH₂Cl₂; H₂O / 2 h / Ambient temperature

8: 80 percent / toluene; various solvent(s) / 18 h / 140 °C

With 2,4,6-trimethyl-pyridine; sodium periodate; lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium methylate; potassium hydride; sodium hydrogencarbonate; In methanol; dichloromethane; chloroform; water; toluene; acetonitrile;

DOI:10.1016/0008-6215(90)84084-8

upstream raw materials:

C₆₁H₇₆O₁₅Se

methyl 2-O-benzyl-6-deoxy-3-O-(2-deoxy-β-D-arabino-hexopyranosyl)-4-O-methyl-β-D-galactopyranoside

methyl-2-O-benzyl-3-O-(4,6-O-benzylidene-2,3-dideoxy-3-C-methylene-β-D-erythro-hexopyranosyl)-6-deoxy-4-O-methyl-β-D-galactopyranoside

methyl-2-O-benzyl-3-O-(4,6-O-benzylidene-2-deoxy-β-D-erythro-hexopyranosyl-3-ulose)-6-deoxy-4-O-methyl-β-D-galactopyranoside

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