(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

Base Information

Chemical Name:(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal
CAS No.:213400-29-4
Molecular Formula:C₃₅H₃₅BrO₅
Molecular Weight:615.564
Hs Code.:

Synonyms:(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

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Chemical Property of (Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

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Technology Process of (Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

There total 6 articles about (Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal 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: 89.0%

: 213400-20-5
(Z)-(2S,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-en-1-ol

: 213400-29-4
(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo980309p

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 213400-29-4
(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / tetrahydrofuran; acetic acid

2: 97 percent / pyridine / Ambient temperature

3: 89 percent / AcONa, PCC, MS 4A / CH₂Cl₂ / 2 h

4: 74 percent / tetrahydrofuran / -70 - 20 °C

5: 80 percent / TBAF / tetrahydrofuran / Ambient temperature

6: 89 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 20 °C

With pyridine; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium acetate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1021/jo980309p

Reference yield:

: 78136-16-0,14233-48-8
2,3,4,6-tetra-O-benzyl-D-glucitol

: 213400-29-4
(Z)-(2R,3S,4R)-2,3,4-Tris-benzyloxy-5-benzyloxymethyl-6-bromo-hex-5-enal

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / pyridine / Ambient temperature

2: 89 percent / AcONa, PCC, MS 4A / CH₂Cl₂ / 2 h

3: 74 percent / tetrahydrofuran / -70 - 20 °C

4: 80 percent / TBAF / tetrahydrofuran / Ambient temperature

5: 89 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 20 °C

With pyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium acetate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo980309p