Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside

Base Information

• Chemical Name: Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside
• CAS No.: 329783-77-9
• Molecular Formula: C₂₁H₃₀O₇
• Molecular Weight: 394.465
• Mol file: 329783-77-9.mol

Synonyms:Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside

Chemical Property of Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside

There total 4 articles about Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside 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: 77.0%

Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside (14897-51-9) + pivaloyl chloride (3282-30-2) → Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside (329783-77-9)

Guidance literature:

With pyridine; at 0 - 25 ℃; for 12h;

DOI:10.1002/1521-3765(20010119)7:2<356::AID-CHEM356>3.0.CO;2-E

Reference yield:

benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8) → Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside (329783-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (+/-)CSA / 20 °C

1.2: 89 percent / Et₃N / aq. methanol / 48 h / Heating

2.1: 77 percent / pyridine / 12 h / 0 - 25 °C

With pyridine; 10-camphorsufonic acid;

DOI:10.1002/1521-3765(20010119)7:2<356::AID-CHEM356>3.0.CO;2-E

Reference yield:

pivaloyl chloride (3282-30-2) → Benzyl 3,4-O-isopropylidene-6-O-pivaloyl-β-D-galactopyranoside (329783-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / pyridine / tetrahydrofuran / 1) 0 deg C, 4h, 2) RT, 0.5h

2: (+/-)-10-camphorsulfonic acid / acetonitrile / 18 h / Ambient temperature

With pyridine; camphor-10-sulfonic acid; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00032a601

upstream raw materials:

Benzyl 6-O-pivaloyl-β-D-galactopyranoside

2,2-dimethoxy-propane

Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside

pivaloyl chloride

Downstream raw materials:

benzyl 2-O-(p-methylbenzoyl)-6-O-pivaloyl-β-D-galactopyranoside

Phenyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-nonulopyranosyl)onate]-(2->3)-(6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-deoxy-6-O-naphthylmethyl-2-phthalimido-1-thio-β-D-glucopyranoside

Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Benzyl 6-O-pivaloyl-β-D-galactopyranoside