4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside

Base Information

• Chemical Name: 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside
• CAS No.: 350484-62-7
• Molecular Formula: C₇₇H₈₁NO₁₂S
• Molecular Weight: 1244.56
• Mol file: 350484-62-7.mol

Synonyms:4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside

Chemical Property of 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside

There total 4 articles about 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside 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: 66.0%

4-Pentenyl 3,4,5,7-tetra-O-benzyl-α-D-galacto-heptulopyranoside (350484-59-2) + 2,3,4,6-Tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl diethyl phosphite (350484-55-8) → 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside (350484-62-7)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1002/1521-3765(20010401)7:7<1371::AID-CHEM1371>3.0.CO;2-J

Reference yield:

2,3,4,6-Tetra-O-benzyl-1-(2-thiazolyl)-α-D-galactopyranose (160701-76-8) → 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside (350484-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂EtN / CH₂Cl₂ / 0.33 h / 20 °C

2: 66 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 0.75 h / 0 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/1521-3765(20010401)7:7<1371::AID-CHEM1371>3.0.CO;2-J

Reference yield:

(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-2-carbaldehyde → 4-Pentenyl 3,4,5,7-tetra-O-benzyl-1-O-[2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl]-α-D-galacto-heptulopyranoside (350484-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / diethyl ether; methanol / 0.25 h / 20 °C

2: 66 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 0.75 h / 0 °C

With sodium tetrahydroborate; 4 A molecular sieve; boron trifluoride diethyl etherate; In methanol; diethyl ether; dichloromethane;

DOI:10.1002/1521-3765(20010401)7:7<1371::AID-CHEM1371>3.0.CO;2-J

upstream raw materials:

4-Pentenyl 3,4,5,7-tetra-O-benzyl-α-D-galacto-heptulopyranoside

2,3,4,6-Tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-galactopyranosyl diethyl phosphite

2,3,4,6-Tetra-O-benzyl-1-(2-thiazolyl)-α-D-galactopyranose