methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

Base Information

Chemical Name:methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside
CAS No.:93105-92-1
Molecular Formula:C₁₄H₁₈O₄
Molecular Weight:250.295
Hs Code.:

Synonyms:methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

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Chemical Property of methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

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Technology Process of methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

There total 7 articles about methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside 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:

: 64526-50-7
methyl-4-O-benzyl-2,3-dideoxy-α-D-erythro-hexopyranoside

: 93105-92-1
methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; 1) 15 min; 2) 15 min;
DOI:10.1016/S0040-4020(01)91120-2

Reference yield:

: 3427-20-1
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 93105-92-1
methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / PtO₂ / methanol

2: 100 percent / triethylamine / methanol; H₂O / Ambient temperature

3: 29.4 g / pyridine / Ambient temperature

4: 36 g / KH / tetrahydrofuran / 0 - 20 °C

5: 2 eq. tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature

6: 1 g / 1) oxalyl chloride, dimethyl sulfoxide; 2) Et₃N / CH₂Cl₂ / -78 °C / 1) 15 min; 2) 15 min

With pyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; potassium hydride; dimethyl sulfoxide; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)91120-2

Reference yield:

: 2873-29-2
D-glucal triacetate

: 93105-92-1
methyl-4-O-benzyl-2,3-dideoxy-6-aldehydo-α-D-erythro-hexo-dialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / BF₃*Et₂O / benzene / 1.5 h / Ambient temperature

2: 100 percent / H₂ / PtO₂ / methanol

3: 100 percent / triethylamine / methanol; H₂O / Ambient temperature

4: 29.4 g / pyridine / Ambient temperature

5: 36 g / KH / tetrahydrofuran / 0 - 20 °C

6: 2 eq. tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature

7: 1 g / 1) oxalyl chloride, dimethyl sulfoxide; 2) Et₃N / CH₂Cl₂ / -78 °C / 1) 15 min; 2) 15 min

With pyridine; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; potassium hydride; dimethyl sulfoxide; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)91120-2