(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

Base Information

Chemical Name:(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde
CAS No.:128042-03-5
Molecular Formula:C₃₆H₄₄O₈
Molecular Weight:604.741
Hs Code.:

Synonyms:(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

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Chemical Property of (R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

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Technology Process of (R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

There total 5 articles about (R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde 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: 87.0%

: 128042-02-4,128111-36-4
2,3,5-tri-O-benzyl-4,6,8-trideoxy-4-C-(1'-formyl)-(1'S)-6-C-(1-methoxymethoxymethyl)-2,8-di-C-methyl-D-altro-L-lyxo-1,1':1',7-bipyranoside-nonitol

: 128042-03-5
(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

Guidance literature:: With florisil; Celite; sodium acetate; pyridinium chlorochromate; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

: 128041-98-5
((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-methanol

: 128042-03-5
(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1) DMSO, oxalylchloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 20 min, 2) -78 deg C -> deg C

2: 2) DMSO, oxalylchloride, 3) Et₃N

3: 82 percent / tetrahydrofuran / Ambient temperature

4: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

5: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

With florisil; 9-borabicyclo[3.3.1]nonane dimer; Chloro-oxo-acetic acid; Celite; sodium acetate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

Reference yield:

: 128042-00-2
2,3,5-tri-O-benzyl-4,6,9-trideoxy-4-C-(1'-formyl)-(1'S)-6-C-(1-methoxymethoxymethyl)-2-C-methyl-8-ulo-D-talo-L-threo-1,1':1',7-bipyranoside-nonitol

: 128042-03-5
(R)-2-((2S,3R,4S,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / tetrahydrofuran / Ambient temperature

2: 70 percent / 9-borabicyclo<3.3.1>nonane / tetrahydrofuran / 1 h / Ambient temperature

3: 87 percent / pyridinium chlorochromate, Celite, NaOAc, Florisil / CH₂Cl₂ / 1 h / Ambient temperature

With florisil; 9-borabicyclo[3.3.1]nonane dimer; Celite; sodium acetate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;