Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 228873-48-1
• Molecular Formula: C₃₃H₃₅NO₁₀
• Molecular Weight: 605.642
• Mol file: 228873-48-1.mol

Synonyms:Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester

There total 1 articles about Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester 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:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + di(succinimido) carbonate (74124-79-1) → Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester (228873-48-1)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4039(99)00843-6

Reference yield: 86.0%

2,3,4,6-Tetra-O-pivaloyl-α/β-D-glucopyranose (148968-87-0) + Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester (228873-48-1) → 2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxycarbonyloxy)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester (228873-37-8)

Guidance literature:

With sodium hydride; In toluene; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(99)00843-6

Reference yield: 82.0%

2,3,4,6-Tetra-O-pivaloyl-α/β-D-galactopyranose (135865-76-8,135865-81-5,144102-44-3,148968-87-0,150737-36-3) + Carbonic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 2,5-dioxo-pyrrolidin-1-yl ester (228873-48-1) → 2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxycarbonyloxy)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester (228873-40-3)

Guidance literature:

With sodium hydride; In toluene; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00843-6

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

di(succinimido) carbonate

Downstream raw materials:

C₆₃H₅₈O₁₇

2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxycarbonyloxy)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxycarbonyloxy)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester