1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine

Base Information

• Chemical Name: 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine
• CAS No.: 1374459-03-6
• Molecular Formula: C₂₇H₃₇N₃O₁₂
• Molecular Weight: 595.604
• Mol file: 1374459-03-6.mol

Synonyms:1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine

Chemical Property of 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine

There total 4 articles about 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine 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: 100.0%

3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone (1374459-02-5) → 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine (1374459-03-6)

Guidance literature:

3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone; With hydrogenchloride; sodium cyanoborohydride; In methanol; dichloromethane; water; pH=1 - 3;

With sodium hydrogencarbonate; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

2-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)acetaldehyde (193156-88-6) → 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine (1374459-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 25 h / 20 - 50 °C

2: hydrogenchloride; sodium cyanoborohydride / methanol; dichloromethane; water / pH 1 - 3

With hydrogenchloride; sodium cyanoborohydride; In methanol; dichloromethane; water; toluene;

DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside (201279-58-5) → 1-[(benzyloxycarbonyl)-(β)-Ala]-2-[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octitol-1-yl]hydrazine (1374459-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ozone / dichloromethane

2: toluene / 25 h / 20 - 50 °C

3: hydrogenchloride; sodium cyanoborohydride / methanol; dichloromethane; water / pH 1 - 3

With hydrogenchloride; sodium cyanoborohydride; ozone; In methanol; dichloromethane; water; toluene;

DOI:10.1016/j.tetlet.2012.03.072

upstream raw materials:

1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside

3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-acetyl-D-glycero-L-gulo-octose [(benzyloxycarbonyl)-(β)-Ala-oxycarbonyl]hydrazone

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester

2-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)acetaldehyde

Downstream raw materials:

C₃₃H₄₇N₃O₁₄