Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester
CAS No.:868759-65-3
Molecular Formula:C₃₁H₃₂Cl₂O₈
Molecular Weight:603.496
Hs Code.:

Synonyms:Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

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Technology Process of Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

There total 1 articles about Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-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: 83.0%

: 20672-66-6
3,4,6-tri-O-benzyl-D-mannopyranose

: 541-88-8
Chloroacetic anhydride

: 868759-65-3
Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; at -20 ℃; for 1.5h;
DOI:10.1055/s-2005-872244

Reference yield: 42.0%

: 868759-65-3
Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

: 507-09-5
tiolacetic acid

: 868759-66-4
Chloro-acetic acid (2R,3S,4S,5R,6R)-2-acetylsulfanyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 8h;
DOI:10.1055/s-2005-872244

Reference yield:

: 868759-65-3
Chloro-acetic acid (3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester

: 868759-67-5
Thioacetic acid S-((2R,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl) ester

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / BF₃*Et₂O / CH₂Cl₂ / 8 h

2: 73 percent / thiourea / methanol / 8 h / 50 °C

With boron trifluoride diethyl etherate; thiourea; In methanol; dichloromethane;
DOI:10.1055/s-2005-872244