methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

Base Information

Chemical Name:methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside
CAS No.:379269-21-3
Molecular Formula:C₃₅H₃₈O₆
Molecular Weight:554.683
Hs Code.:

Synonyms:methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

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Chemical Property of methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

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Technology Process of methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

There total 4 articles about methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside 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: 92.0%

: 100-39-0
benzyl bromide

: 379269-20-2
methyl 3,5-di-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

: 379269-21-3
methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃;
DOI:10.1081/NCN-100002342

Reference yield:

: 379269-18-8
4-C-(hydroxymethyl)-1,2-O-isopropylidene-β-D-threo-pentofuranose

: 379269-21-3
methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / NaH; Bu₄NI / tetrahydrofuran / 20 °C

2: aq. CH₃COOH; H₂SO₄ / 20 °C

3: H₂SO₄

4: 92 percent / NaH; Bu₄NI / tetrahydrofuran / 20 °C

With sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran;
DOI:10.1081/NCN-100002342

Reference yield:

: (3S,4S)-4-Benzyloxy-5,5-bis-benzyloxymethyl-tetrahydro-furan-2,3-diol

: 379269-21-3
methyl 2,3,5-tri-O-benzyl-4-C-[(benzyloxy)methyl]-α/β-D-threo-pentofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: H₂SO₄

2: 92 percent / NaH; Bu₄NI / tetrahydrofuran / 20 °C

With sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1081/NCN-100002342