Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester
CAS No.:91595-34-5
Molecular Formula:C₂₅H₂₉BrO₆
Molecular Weight:505.406
Hs Code.:

Synonyms:Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

There total 1 articles about Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-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: 100.0%

: 91595-31-2,91595-32-3
Acetic acid (3R,4S,5R,6R)-2-acetoxy-6-allyloxymethyl-4,5-bis-benzyloxy-tetrahydro-pyran-3-yl ester

: 91595-34-5
Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

Guidance literature:: With hydrogen bromide; acetic acid; In dichloromethane; at 0 ℃; for 30h;

Reference yield:

: 91595-34-5
Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

: 91595-41-4
O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-β-mannopyranosyl)-(1->4)-2-acetamido-1,6-dihydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Hg(CN)2, Dierite, 2.) MeONa / 1.) benzene, nitromethane, r.t., 48 h; 2.) MeOH, r.t.

2: DMSO / acetic anhydride / 72 h / Ambient temperature

3: NaBH₄ / CH₂Cl₂; methanol / Ambient temperature

4: 35.9 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 96 h / 50 °C

5: 53.8 percent / 10percent Pd on charcoal / acetic acid; H₂O / 7 h / 50 °C

With barium dihydroxide; sodium tetrahydroborate; Dierite; sodium methylate; mercury(II) cyanide; dimethyl sulfoxide; barium(II) oxide; palladium on activated charcoal; In methanol; dichloromethane; water; acetic anhydride; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 91595-34-5
Acetic acid (2R,3R,4S,5R,6R)-6-allyloxymethyl-4,5-bis-benzyloxy-2-bromo-tetrahydro-pyran-3-yl ester

: 91595-37-8
2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Hg(CN)2, Dierite, 2.) MeONa / 1.) benzene, nitromethane, r.t., 48 h; 2.) MeOH, r.t.

2: DMSO / acetic anhydride / 72 h / Ambient temperature

3: NaBH₄ / CH₂Cl₂; methanol / Ambient temperature

4: 35.9 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 96 h / 50 °C

5: 53.8 percent / 10percent Pd on charcoal / acetic acid; H₂O / 7 h / 50 °C

With barium dihydroxide; sodium tetrahydroborate; Dierite; sodium methylate; mercury(II) cyanide; dimethyl sulfoxide; barium(II) oxide; palladium on activated charcoal; In methanol; dichloromethane; water; acetic anhydride; acetic acid; N,N-dimethyl-formamide;