methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Base Information

Chemical Name:methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside
CAS No.:129081-19-2
Molecular Formula:C₅₅H₆₄O₁₂Se
Molecular Weight:996.066
Hs Code.:

methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Synonyms:methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

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Chemical Property of methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

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Technology Process of methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

There total 9 articles about methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside 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: 34.0%

: 5707-04-0
Phenylselenyl chloride

: 111002-90-5
1,5-anhydro-3,4-di-O-benzyl-2,6-dideoxy-D-arabino-hex-1-enitol

: methyl 3-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

: 129081-19-2
methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In acetonitrile; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(90)84084-8

Reference yield:

: 129081-09-0
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

: 129081-19-2
methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 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: 34 percent / 2,4,6-trimethylpyridine / acetonitrile / 24 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; lithium aluminium tetrahydride; camphor-10-sulfonic acid; potassium hydride; In methanol; chloroform; acetonitrile;
DOI:10.1016/0008-6215(90)84084-8

Reference yield:

: 129081-07-8
methyl 2-O-benzyl-6-deoxy-3-O-(2-deoxy-β-D-arabino-hexopyranosyl)-4-O-methyl-β-D-galactopyranoside

: 129081-19-2
methyl O-(3,4-di-O-benzyl-2,6-dideoxy-2-phenylseleno-α-D-mannopyranosyl)-(1->4)-O-(3-O-benzoyl-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl)-(1->3)-2-O-benzyl-6-deoxy-4-O-methyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 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: 34 percent / 2,4,6-trimethylpyridine / acetonitrile / 24 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; lithium aluminium tetrahydride; 4 A molecular sieve; camphor-10-sulfonic acid; potassium hydride; pyridinium chlorochromate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(90)84084-8